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Fun and Games Ch. 01

By: Arten10



Chapter 01 – Introduction

It all started one wet and miserable Saturday afternoon when Leon was bored at home browsing the net. He'd just been looking at a website with some 'ordinary' guys on who happened to be into bondage and liked to be tied up and played with. Leon thought it made an amazing change to see a site with just ordinary blokes on instead of the usual 20 year old American models clearly posing for the camera. This turned him on big time, and he really wanted to chat to people who liked doing the tying up of guys. Staring out of the window, Leon thought to himself 'There's gotta be someone out there that is the same, surely!'

Within minutes, Leon had navigated straight to his favourite online chatroom. Just for a change, he decided to go into some different rooms from usual, and be a little more extravagant in his profile. Thinking how he could get some attention, he made his bio line as simple and horny as possible: '24yo sub. Sitting here in tight speedos, with duct tape and a ball gag. Waiting here to be taught a lesson ;-)' Smiling to himself, Leon thought this just had to generate some interest!

And it didn't take long for the interest to come in! There were a few randy 50 year old blokes coming on to him - these were rapidly put down! Likewise, there were a lot of 18 year olds who wanted to be tied up themselves, and others that just wanted to be on a 'cam-to-cam' conversation. After about half an hour of this, Leon really began to wonder if there was anyone about that wasn't a nutter, or was 50 years old and wanted to spank/be spanked. But there was one guy who was clearly on the same wavelength, and only 32 years old. 'Helloooo' Leon thought while he was chatting. 

Jason seemed like a cool guy. He introduced himself as being a solidly built 32 year old, who was really into tight underwear and like tying younger guys up. 'Cool' thought Leon. They chatted for about 45 minutes, and it was a steady chat, not just about bondage, but plain, ordinary stuff too. 'This is just what I like, and not the heavy stuff too!'. Likewise, Jason liked bondage for enjoyment, not as some weird hobby of making a guy squirm and be in pain - that'd be too far out for Leon. 

They chatted in total for about an hour-and-a-half, and then said good-day. Later that evening, Leon went back on the Internet to see if Jason was still there - luckily, he was! They chatted for another half-hour about other horny stuff - fantasies, what they would like done with them and the like. Leon was so horny by now and he had a raging hard-on that just had to be dealt with! 

He closed his eyes, put his hand inside his trousers, and found his hard cock, tugging at the material of his briefs. It was begging to be let out. Licking his lips, Leon was jerking off, imagining Jason stripping him, bending him over, spanking him until his ass was red hot, then tying him into a hogtied position with rope so tight he couldn't move. To keep him quiet, Jason got a long, single, white strip of duct tape and wrapped it around Leons head very tightly. He just kneeled down next to Leon and smiled, 'you like it like this, huh baby?' was all Jason said that night.

The next day, Leon spent longer talking to Jason, and they exchanged pictures, and Jason even sent pictures of some of the gear he had. Leon couldn't believe how amazing Jason was or being to imagine what you did with some of this stuff!! Over the next few days, Leon and Jason spent more time chatting, exchanging fantasies, and then getting onto stuff they'd really like to try - with each other! As they got to know each other better, they started chatting on MSN, and just generally becoming friends. 

As Leon didn't know anywhere near as much about the gear you can get, Jason showed Leon some websites that had loads of different stuff on - gags, clamps, things to secure a guys balls with, restraints, you name it and these websites had it! Leon couldn't believe this! With every day that went past, Leon's desire to make sure Jason was the one to tie him up and play with him was becoming more and more intense.

One evening while they were chatting on MSN, Jason suggested a meet. 

End of Chapter 01.

Fun and Games Ch. 01



In my younger years I was introduced to a sexual lifestyle that is interesting, fun, exciting, and satisfying. I am a straight man that enjoys having sex with other men. That sounds like an obvious contradiction, so allow me to explain.

In any relationship between two people, there is a physical and an emotional component on sliding scales. One could think of these in quantifiable terms forming a grid of sorts.

At the upper right corner, we have two people in love that have an intimate relationship, so their particular relationship is defined as both an emotional and a physical one. Those of you fortunate enough to know and love a parent or a child in the traditional sense would describe an emotional relationship without sexual intimacy, the lower right corner if you will. At the lower left corner we have no physical or emotional intimacy, where most people would place their work colleagues and casual acquaintences.

The upper left corner is the space of most erotic literature: physical intimacy with warmth, but without serious emotional attachment.

Simply put, that is what comprises most erotic literature. Some of the best erotic literature paints a portrait of striking physical intimacy with warmth, but not necessarily love. This is what humans are drawn to and why internet porn is so profitable. We lust over the chance encounter, the handsome partner, the gorgeous and willing woman, to be ours not forever but for a time. Men love to see two beautiful women intimately kissing then fondling each other's bodies. Clearly these women are not in love, nor are they necessarily homosexual or even bisexual for that matter. More than likely they were paid to do something and they did it.

When you look back on one of your one-night-stands (no, not you!) you will admit that most likely your experience fell into this final category I describe above. You flung yourself at that guy or girl and the next thing you know you have their body parts in your mouth. Far from love, of course; it's entertainment. In my estimation more should be encouraged. Experimentation and knowing oneself is key to a lifetime of happiness. Defining the borders of one's emotional and physical attractions are vital to Zen. How can one truly be happy without recognising what exactly it is that makes them so?

One of the major problems with American society is we are so hung up on labels that we fail to give young people a chance to explore who they are without stamping them with approval or disapproval, gay or straight, right or wrong. I do not mean to offend readers of faith, but in many cases the intolerance of violating apparent religious principles leads people to do terrible things to themselves and others, in many unfortunate cases for a lifetime. And in even more tragic circumstances, a short, tortured life for people that sacrifice themselves because of these unresolvable conflicts.

The lifestyle to which I alluded earlier broke down those barriers for me and for my lucky cohorts. What follows is a story of sex, to be certain, but moreover it is a story of discovery. Humans are tactile and visual. These stories are both...visually striking at times and, hopefully, rich in detail not only describing the physical relationships I experienced but also the emotional trek on which I was many times merely a passenger, a bystander, as my deeper consciousness immersed itself in the physical, pitching my life forward of its own accord, finding its way.

This is just one chapter of one person's life journey. I hope you enjoy it.

***

Tim ran in different circles than I did due to nothing more than geography; he lived on one side of the city and I on the other. Our friends overlapped in the club scene and our conversations for six months were limited to casual bar talk. One night he mentioned that he wanted to see a particular band that I happened to love. A few of us in the group were interested in going, so Tim and I arranged to meet at the show, which was a week later. We exchanged email & phone #'s and that was it for 6 days.

Friday morning, the day of the show, he emailed me saying that it was a good idea to let me know that he was bisexual because we would probably run into some of his gay and bi friends at the show and that we would be hanging out with them and, just to give me the heads up, he asked if I was OK with that. I replied that I was cool with it and that it's definitely no problem. That seemed to make him feel better, and we kept our arrangement for later that night. I had seen Tim with women in the circle of friends from which I had known him, and I got the sense that these two worlds were somewhat separate for him. I got the sense of an unspoken request to keep our conversation confidential.

Tim and several of his friends were already at the bar when I arrived. Knowing that some or all of them were bisexual made me oddly self-conscious. I must admit that I was secretly wondering if I was attractive to any of his bisexual male friends, which was a somewhat interesting experience in and of itself. As it turns out, I was not. Big surprise.

I quickly started wondering what was going to happen. Tim had been comfortable enough with me to share his orientation. I guess it's just like anyone else, though, and he'd have to be attracted to me to suggest doing something with me. I also wondered if it was his way of taking me on a date. Did my acceptance of his offer to see the show with him mean that we were on a date? I didn't think of it at the time, but now it was making me a little nervous, but not scared.

In fact, I was beginning to think that if the evening ended and he didn't show any interest in me I was going to be a little offended! Oh my god how funny was that. I was inundated with odd feelings, and my stomach was in knots and I couldn't figure out why I was so damn nervous. Over the course of the evening I came to realize that I really, honestly, was ready to experiment and Tim seemed, the more I got to know him, a very likely candidate to break me in. I had often fantsized about masturbating with another man but never had an opportunity to do so. Maybe tonight would be the big night.

As the night wore on I decided that I would wait until the last possible minute to drop a hint and see Tim's reaction. He had absolutely no idea what was going through my mind. We were just hanging out, having a good time, talking to his friends all of whom were a lot of fun to be around.

After the show ended, a DJ came on and we stuck around and danced for a while to some tecno. I love to dance alone or with someone else and I'm comfortable with either, so I pretty much stayed by myself. I have also been to dance clubs so often that seeing gay or lesbian couples together making out doesn't faze me, and there was plenty of that going on, including a few of his friends. The dance floor was very crowded and occasionally either Tim or a male friend of his would come over and dance sort of close to me, but because of the number of people I didn't think much of it.

I hadn't had that much to drink and, combined with the fact that I was dancing pretty vigorously, I was stone sober.

I looked at a clock and it was 12:34. I remember the numbers and thinking at that instant to myself, "I think I'd like to see Tim's cock tonight." It was a strangely lucid thought, stamped perfectly in my mind. I still have no idea why it crossed my mind but it did and amid the chaos and confusion of the noisy club I laughed out loud to myself, quietly amusing myself in a crowded, noisy room.

Tim came over right after that thought, oddly enough, and we started talking about random things but it was very loud so I suggested we go to another place to have a drink. He suggested we just go to his apartment, which was within walking distance, and I accepted.

I could still go over to his house, have a drink, shake hands and call it a night. On the other hand I could suggest we undress and masturbate together. I had the option to think it over once I was inside his apartment, see how I felt, and make a suggestive comment or two to feel out the situation. If things didn't seem right, I could walk right out the door.

Nervousness gripped me because I knew that this could be it. The feelings were nearly identical to that first night with that first girl, clumsily cutting through the formalities to get to the goods.

As I walked to his house I was glad I hadn't said or done anything suggestive earlier because I didn't want to feel pressured. I know it sounds like something a chick would say, but if we had started talking about "doing something together" at the club both of us would have had expectations. It definitely would have clouded my judgment and I know myself well enough to know that once we got back here there would have been a better than even chance I would have chickened out and just gone home. I was much happier with this organic chain of events and I was anxious and excited to see how things would play out.

We got back to his place about 1:00 AM and neither of us were drunk. Shortly after I came through the door to his apartment I decided that I was going to try to get him to do something, anything, with me. Maybe we could masturbate together, I thought, or maybe he would let me touch his penis. I was rock hard just thinking about these crazy possibilities. Tim made us a few drinks and we stood in the kitchen talking.

I was so horny and jumpy that as soon as we starting talking and sharing a drink, I just wanted to get on with it. But I needed to make it seem natural and of course also determine if Tim had any interest in me. I had zero experience in this area, so my words and actions were awkward to say the least. With women, I am perfectly comfortable in these situations, but with another guy, it was of course a different story. This being my first time I felt incredibly awkward and uncomfortable, nervous and scared.

I noticed he was about the same height as me, 5' 9" or 5' 10". He was 30 years old, medium build, dark hair, blue eyes, an attractive guy. I have similar features and build and I'm not bad looking myself, and at the time I was 27.

As he had expected, we had run into a few of his friends at the show and I asked him a few general questions, like how often does he date women and men, and if he has a girlfriend or a boyfriend.

"I was dating a woman up until about a month ago", he said. "As for men, I never really "date" men, I just sort of play around as situations permit. I am open minded and sometimes it was just a fun thing to do, no emotional attachment, just different."

"I'm very open minded myself", I said enthusiastically. "But I've never been THAT open minded up to this point!"

We both kind of laughed a little, then sat in silence for a few seconds before I broke the ice.

"I have never been attracted to a man, but I love to masturbate with toys. I have often wondered what it would be like to have sex with a man but I've been reluctant because of health concerns. And maybe I am a little afraid that I would like it!" I laughed somewhat nervously but the statement was absolutely true.

Tim replied, "For simplicity's sake I tell people that I am bisexual although that's not really accurate. I have been with 5 men in a fully sexual way but I could never have a boyfriend. The encounters I have had with men are tactile, not emotional. Everyone knew the situation up front, so it was always purely physical. I mean, most people immediately move to categorize me as gay or bisexual, but to me, it's more complicated than that. Essentially I am a straight man that likes to play around from time to time. That's about the best description I have."

"This is very interesting to me!" I said. "It sounds like an ideal situation if you ask me. Have fun, be safe. Is it fun? What do you like about it?"

He thought for a moment. "There's a lot about it, I guess! It can be a lot of fun. For me, my first time...it started out as watching movies together or whatever and then it was like...we're doing this. So, for me at least it was not premeditated or planned. It just sort of happened and I went with it and I've had some cool experiences."

"I don't mean to be rude, but do you mind if I ask you these questions? I am very curious about this, but I don't want to get too personal."

"No, it's cool", Tim said.

"When was the first time you did anything?" 

"It's been a few years, I'd say 5 years. It was the summer right after I turned 25, a few years out of college."

"Was it fun? Were you nervous?"

"Yeah", Tim said with a smerk. "It was fun. And yes, very nervous. It happened out of the blue, so I had no ideas about what it should be, which I think made it better actually. What I mean is that it happened so quickly that I didn't have time to think about what I expected or to have certain ideas of what it would be like."

Tim paused a moment and then continued. "I go through phases where I am really into having a guy-friend for months at a time and I'm loving the...you know...stuff...and and then 6 months or even 2 years go by and I exclusively date women and have no real desire to have any type of thing with a guy. It's phases and moods. Whatever mood or phase I'm in at the time."

I waited for a few seconds of silence. Then I asked him with a smerk, "So what phase are you in now?"

He smiled and took the question in and said, "Well I am sort of between right now. My girl and I broke up about a month ago like I said and it's been a while since I did anything crazy."

"By crazy you mean fucking a guy or having a guy fuck you?", I said.

My choice of words was deliberately shocking and probing. I wanted to get this show on the road or get home, one or the other.

"Yeah, I guess that's what I mean. So are you, like, up for something? I mean, I barely know you and I don't want you to get all pissed off at me if I were to say something."

"Like what? Like 'do you want to fuck'?" I laughed. "Yeah dude I'm up for something. I don't know anything about it because I've never done anything like this but I guess if it were done safely I'd be up for something. I mean if you're hung like a mule you're not going to get me to do anything THAT crazy!"

Again, there was tension and nervous laughter from both of us.

"OK, well let's just see how things go. I have to say that I'm not into kissing", he said.

"Neither am I. I'm not looking for a boyfriend", I said. "This is an experience I want to have though. So what is the first step here? How do you get started on this kind of thing?" I sort of laughed.

"I like to be clean so I would like to take a shower", he said. "You can either wait for me or come into the shower with me."

"I think I'll wait out here", I said rather quietly. I was beginning to have second thoughts, and the time he spent in the shower gave me a chance to think this through. He disappeared into the shower and for the next few minutes I agonized over what to do. I was horny as hell but this was a life-changing event and I figured I had about 10 minutes to make up my mind. From where I was sitting I could see his reflection in the mirror in the bathroom. He had clothes on when he went into the shower but now he was totally naked and after I saw the reflection of his semi-hard cock, and the choice became very easy. I definitely wanted to go through with this!

Tim hopped out of the shower and I took his place, carefully cleaning my body.

I lathered up and rinsed off, paying special attention to a specific area that had never had any special attention paid to it by anyone else. My heart was beating out of my chest as I soaped up and cleaned my genitals and anus, thinking that his fingers, tongue, or cock could be touching it tonight. It was a strange thought indeed but nervous energy became arousal as I turned off the water and got dried off.

Both of us were standing in his bedroom with towels wrapped around our midsections. I said, "OK, at the count of three?" I laughed. "One, two, three!" and we both dropped the towels. His cock was about the same as mine and both of us were fully hard. I was excited to see and eager to touch his penis. Just seeing that towering piece of flesh, hard and ready, was so thrilling that I knew this was going to be a lot of fun. It was fun just looking at it.

"Nice dick!", I said laughing.

Tim just sort of laughed and said nothing.

As we sat on the bed I said, "Let's plan out what we're going to do so that I am more comfortable. Is that OK?"

"Sure."

"I would like to masturbate together, then maybe we can 69."

"That is totally cool, but be sure this is what you want to do, OK?" he said. "Is this the first time you've done anything like this?"

"Absolutely."

"Then just relax and we will go slow and if any situation feels uncomfortable or weird we'll just stop, no questions asked. My first time I sort of got talked into a few things and had a good bit to drink, so I am going to follow your lead, OK? I don't want you to end up thinking I'm Lestat to your Louie!"

I laughed out loud. "Great analogy!"

"I'm ready. I'm sure", I said. The truth is that I wasn't the least bit sure. Seeing that throbbing rod was somewhat intimidating. But I was anxious to feel it in my hands. Tim went to the night stand and got some lubricant and poured it on his hands and doused his hard penis. I watched as the clear fluid ran down the sides of his thick cock and he handed me the bottle.

"Mmmmm. Smells like watermelon", I said.

"Yeah and it tastes like watermelon, too".

Both of us fully lubed up and stroked our tools to hardened perfection. I could see precome leaking out of both of our cocks and was eager to taste my own, so I slid a finger across the top of my spongy, purplish helmet. A string of sticky fluid connected my finger to the tip of my penis as I brought it to my mouth and continued to masturbate. I was entranced watching Tim stroke his hard tool. His thick bag was covered in fine hair a few shades lighter than his head and the hair around his root was thick and wiry. He was watching closely as I slowly stroked up and down, fully hard, and fully enjoying myself.

After about 2 or 3 minutes, I had to ask.

"Can I touch it?", I asked.

Tim nodded and, with my left hand, I reached over and began to stroke his penis. It was surprisingly warm! I was still jerking my own cock but my interest quickly shifted to sliding my hand up and down his tool. It felt so different than my own cock; it was not as hard, the head was smaller, the color was different, and the hair was definitely not the same. It felt good in my hand, though, and I liked it.

"It feels really hard", I said. "Does this feel good?"

"Yeah. It feels good", Tim said as he watched my hand rubbing his cock. I released my hand and dragged the tips of my fingers up and down his shaft, then slowly made my way down to his healthy balls. I moved them around gently until they were in my hand, until I was cupping his balls in my hand.

"Now, that feels different!", I said loudly. "It's really cool. It feels like they roll right through my fingers, like they move on their own. I like having your balls in my hand", I said, almost disbelieving my own words.

"My balls like being in your hand! Just nice and gentle."

"Yeah, funny! It's not like you need to tell me what to do!"

"You'd be surprised what men do and don't know what to do."

"Wow, that's weird. I would think that a lifetime of masturbation would be educational!"

I continued to very gently work his balls and make my way up his hard stalk of flesh. Talking while doing this was extremely erotic and I was eager to keep the conversation going.

"Why? What happened?"

"Some guys are too rough. They want to jerk you as hard as they probably jerk themselves, like practically hurting me."




Fun and Games Ch. 01



"Yikes! That would be bad", I said, still stroking his penis. "I hope you like this."

"This is nice. It feels great."

I had now moved both of my hands to Tim's body, and I was gently working his sac with one hand and sliding my hand up and down his shaft. Every few strokes I was feeling the top hat, using a finger to trace its plum-colored head.

"It feels so different from stroking my own dick. From the front, facing you, my hands are in the opposite position they are from when I'm doing this to myself."

I looked Tim in the face. He was now leaning back against the headboard and his breathing was getting heavier.

"Am I going to make you come?"

Tim tilted his body back so that his balls slipped free and placed his hands on mine. He began to move my hands in a way that was mostly up and down but just the slightest amount circular, bumping against the underside rim of his head every time I slid upwards. I could feel his penis thicken slightly and get a little harder.

"Yes", he said slightly louder. "Just like that."

I kept the pattern going and Tim moved his hands away. Within about a minute I could see he was getting close and I watched his face tense and his eyes tightly closed. Quite suddenly a healthy burst of batter popped out of his cock, spattering on my left arm. I kept up the same pace as Tim groaned loudly and squirted out a few more blobs of come. My hands became even more slippery from semen and, knowing how sensitive my penis becomes after I orgasm, I began to slow my strokes and relax my grip.

I was in amazement of what I had just done, and I felt an odd sense of accomplishment and excitement knowing that I was talented enough to stimulate him well enough to make him come, something at least a few girlfriends of mine in years past were unable to do. His tool was only slightly beginning to soften in my hands, still warm and thick.

Watching Tim come made me so excited I was extremely eager to to accept whatever stimulation he wanted to give me. I gently released his dick from my hands and began to lean against the other side of the headboard.

"Here", he said. Tim helped me move into a relaxed position where I leaned against the headboard, legs spread, with my hips tilted just enough upward that my balls slid free. I was so erect it hurt.

Tim applied some more watermelon goo to his hands and wasted no time in wrapping his hands gently around me. He tugged up on my sac and began to slowly jerk me and it felt fantastic. This wasn't going to take long at all and he could tell.

"Do you want this to last a little longer", he asked with a smirk, "or should I show you what I can do?" 

"Show me."

It was amazing. Within seconds his deft strokes brought me to the edge. Even though I was just getting jacked off, the sensations I felt were terrific and somewhat different from what any woman had done. Stronger, maybe? I wasn't sure and it really didn't matter because the net effect was quickly launched into the air. A huge spout of come shot straight up in the air and landed on my abdomen. I groaned and yelled out loud as I continued to blow out a massive load of jizz and Tim responded with a perfectly synchronized decrease in stimulation.

"Wow!", is all I could say. "Wow."

"Yeah, that was cool", Tim said nonchalantly. "I'm going to use the bathroom", he said.

While he was gone I noticed that most of his come lingered on my left arm. I moved my arm up to my face and was greeted by the familiar bleachy scent. I slid my fingers through it, saying out loud to myself, "Now, this is weird."

I cleaned up briefly after Tim did and we shared another drink. Both of us were still naked and I was comfortable with it.

"Dude that was way better than I thought it would be, I have to admit", I said. "Both things were."

"Glad you had fun."

"Maybe I should quit while I'm ahead", I said. "I don't know how much further I would be comfortable going right now."

"OK, that is perfectly fine. Why don't we get dressed and call it a night then?"

We both got dressed and I was getting turned on again by being naked and seeing Tim naked, but I thought if anything were to happen further, it would be best for another time.

I walked back to my car and got home around 3:00 AM. I masturbated two more times before falling asleep around 4:30 Saturday morning.

***

I woke to a text from Tim. "Thanks for a great time. Enjoyed the show...and the show."

me: "Me too." Just seeing the text made me so horny I couldn't resist sending a suggestive response. "Looking forward to Act II."

Tim: "Today or tonight? Whenever ur ready."

me: "at the risk of sounding eager, how about now?"

Tim: "your place or mine?"

me: "mine. When?"

Tim: "I can be there in a half hour"

me: "that works. c u then"

It was about 10:30 AM when we texted, so I had til 11:00 to get ready. I hopped into the shower and cleaned up. My heart was racing as I began to look for condoms and lube, an admission to myself that I might be willing to go further than I had last night. But done safely, I figured, it would be a fun experiment. I had just strategically laid out a few condoms and lube on the night stand when the doorbell rang. My heart sank as I walked to the door in a pair of shorts and a t shirt. Tim was wearing the same and came in out of the rain.

"Well, I guess there's no reason to be shy", I said, undressing and walking toward the bedroom.

Tim joined me in the bedroom and our clothes were soon in a pile on the floor. I could see him glance at the night stand as he took out his watermelon lube from his pocket and put it on the stand after lubing up his own cock.

I lay back on the bed and began to stroke my penis and he slowly knelt down on the floor and moved between my legs. He looked up at me as if to ask and I answered by moving my hand out of his way. There was now only an inch of air between his lips and the stalk of flesh protruding from my abdomen. He reached up and began to slide his hand over my cock. He lubed me up with some watermelon stuff and put more on his own penis as well.

"Yeah, that feels so good." After a minute or so he climbed up on the bed and I reclined a bit to my side, my hard cock pointing straight toward my abdomen and my balls slack and leaning into the bed. Tim supported himself on one arm and used the other to jack my cock a few times, then leaned in and took it into his mouth. Tim licked and sucked away for a few minutes and, while it was incredibly good, I felt I was missing out on the fun. His penis was mostly obscured by his leg, but as he sucked away, every so often I could see the head bulging above his knee, and I was ready to have it in my mouth.

"Tim would you please get up here. I'm ready to suck my first cock."

I motioned for him to come around and we moved into a 69 position with both of us lying on our sides. His tool was staring me in the face, smelling of watermelon. It is such an awesome, vivid, cool memory.

It didn't occur to me how strange it was, I just did it. I gripped his cock with my right hand, aimed it toward my mouth, and let his cock slide right in. His purplish head was really spongy and it was fun to squeeze it in my mouth. I made my mouth into a tight ring as it popped past my lips, sucking it hard and letting it slide out again and again. As I gently trapped his cock head against the roof of my mouth with my tongue I could feel his cock jerk and spasm. I enjoyed sucking on it, letting it slide around in my mouth. In two minutes flat I had gone from oral virgin to cocksucker. I felt dominated by having a penis in my mouth and willingly submitted to his occasional involuntary thrusts into my mouth.

The watermelon lubricant mixed with the salty precome was a delicious elixir, and I savored it, licking my lips. I played with his huge balls and lightly scratched them with my fingernails as I continued to fellate Tim. I was immersed in desire; I wanted to experience everything instantly. I was consumed by lust, wondering if a bubble was going burst and return me to reality. Would an alarm sound, waking me from this fantasy? But only the muted sounds of flesh being caressed and licked filled my ears. Simply the sensation of being fondled and stimulated was burning through my body, and only the distinct taste of salt and melon was on my lips. This was no longer a fantasy. It was really happening and I almost laughed out loud at the craziness of it. I was experimenting and enjoying it. Tim seemed a nice enough guy and his fat cock was certainly pleasing to the eye, to the hand, to the tongue.

I continued to enjoy letting his penis slide in and out of my mouth as I wrapped my tongue around his cock head. I played with his balls which were big and hairy and even though he had just showered were beginning to sweat. The scent was starting to creep out of them and it smelled different than a nice hairy pussy, which I adore. He was playing with my testicles, too, and I kept my eyes open to watch what he was doing while I licked and sucked his nice fat dick. I pulled my mouth off a few times and jacked it watching the skin bunch up and tighten as I licked the tip, the shaft, and the balls. He gave amazing head and I was rock hard as he sucked my cock and licked my shaft up and down, occasionally pressing his lips hard against the length of my shaft like a fleshy harmonica. He gently tapped my balls with his fingertips, sending waves of pleasure through me.

His salty, slippery preseminal fluid was leaking and I was really dripping, too. Every minute or so I gripped, bunched up and squeezed his dick, forcing his precome into a nice dollop of clear, salty liquid that pooled at the tip and I repeatedly lapped it up with my tongue. It tasted great! I had tasted pre-come from my own dick many times but this was a tasty treat and it was very exciting to arouse a man in this way. I mimicked many of his actions because they felt so good. He had his eyes closed, working my cock deep into his mouth and dragging his fingernails over my balls. It felt awesome so I started doing the same thing and he moaned loud. I was certainly not afraid of being a copycat and had little fear he would call me out for not being more original!

It was nothing short of amazing how quickly this activity felt normal. It felt great having a warm, hard penis in my mouth and having my own sucked at the same time. I popped my mouth off his thick cock and leaned on an elbow with his penis still in my hand, jerking it slowly, looking at it closely, examining the veins, bumps, curves, and differences in skin tone. His balls slowly rose and fell as I gently tugged on his big dick. For some reason it appeared much thicker than it did last night, especially at the base. Maybe it was my cocksucking that made him chub up even more. I gripped his spongy cockhead with my lips, sucking it into my mouth, letting it slip in and out, licking the shaft and getting as much as I could out of the experience. At this point I was thinking that I may never do this again, so I wanted to lick, suck, and fondle every part of his male anatomy. I reasoned that if indeed this is my first and last foray, I want to leave no stone unturned.

Tim was masterful at oral sex, and every move he made I tried to duplicate; every lick, suck, squeeze was mirrored as closely as possible. As he continued to lightly drag his fingernails over my taut testicles, I did the same, eliciting echoing moans of pleasure. I was duplicating his actions, lagging behind only long enough to observe and decipher each motion and action. As his tongue fluttered along the head of my cock I did the same, lightly pulling up on the shaft all the while, liberating drops of delicious salty fluid out of the tip of his wide penis.

Tim was more adventurous than I, gently tugging up my balls and licking down. I spread my legs and even in a 69 position he was able to flick the tip of his tongue on my pink ring, sending waves of pleasure through me.

"Oh, my god", I moaned. "I've never been licked like this. It feels wonderful. I love it."

Tim dove deeper, using his hands to part my cheeks, flapping his tongue over my sensitive hole. We moved into a position where he was lifting my legs higher and teasing my ass with his tongue, then returning back to my steel hard cock. Although I loved what he did I was not willing to go that far! Not yet anyway.

We changed positions so that we were top and bottom; I was on top, resting on my elbows with his cock in my mouth and mine in his, but this position is quite honestly more exciting to read about than to experience. There was a lot more strain on our penises in this position and we had to take turns sucking cock to make it more enjoyable. That being said the experience was awesome; I was diving down on his thick tool, licking it topside as he pulled the taut skin of my balls into his mouth gently, licking and lolling them around. When I slipped his dick out of my mouth I was able to pitch my penis back into his mouth, an activity we repeated several times.

"Do you mind if I try something with you? With my fingers?" Tim asked.

"Inside me? Yes, we can do it", I said quietly. I was shaking with anticipation, fright, and excitement. True, I had plenty of experience with rubber toys but this was different. Another person, a man no less, licking and fingering me? I figured this moment would arrive but that didn't make it any less scary! But I put my fears aside and, with manufactured bravery, I handed him the lube. He drizzled the slippery fluid over the fingers of his right hand and I knew I was ready to take it to another level. I just sort of froze in place, not knowing what to do, but Tim was an excellent guide, tweaking my position just enough so that his hands were free to explore me. By no accident his positioning put me face to face with his rod at a perfect angle to put it into my mouth.

I waited in wonder and terror in equal parts, assuming of course that he was planning to insert his fingers inside me, but not knowing how gentle or rough or how thick or thin it would feel. I forced myself to face forward, to look away and simply enjoy and embrace the mystery of his actions and was rewarded smartly with the first delicious insertion of my life. Tim slowly tapped around the rim of my anus with a finger for several seconds, spreading the slippery lubricant all over its tender and sensitive surface. Then slowly, ever so slowly, he began to let his finger slip inside. The first time was absolutely electrifying! I moaned at the attention. With a sudden pop my body gobbled up his finger and it pressed gently inside me and slowly twirled within me.

"Oh, my god that feels absolutely fucking fantastic", I moaned, slowly jerking his cock. I put my mouth on his tool, gently squeezing the sensitive corona inward, the letting it slip and slide past my lips. Tim muttered words of encouragement and pleasure at my actions.

After a minute or so, another of Tim's digits joined the party inside me. I widened gently, slowly, receiving skillful, patient attention and I was loving every second of it. I continued to suck his cock, milking its salty reservoir of slippery, salty preseminal fluid. I licked my lips every time more of the clear liquid pooled up on the tip, savoring, enjoying the taste as I was being gently splayed.

At times, I rested my jaw and simply let his warm penis rest against my cheek as Tim continued to work me inside out, relaxing me presumably for bigger things to come. I moaned like a whore as Tim made his fingers dance inside me.

Holding his thick prick in my hand I said, "This would feel so big inside me", I said shyly. I sucked his thick tool into and out of my mouth again and said, "It's so thick. You'd have to be really gentle with me if we did it."

I sucked his cock a few times and said, "I can't believe I'm doing this. It's so fucking cool. I love having your dick in my mouth, your fingers in my ass. It's so fucking...wrong! I love it!"

I rammed my face downward trying to devour as much of his penis as I could and Tim swelled from the attention. The wet, smacking sounds of sloppy flesh filled the room.

"I'd love to have this in me", he said. "Nice, thick cock inside me. I would love it."

The cat was out of the bag. What ever would happen next?

I felt both dominating and dominated, female and male, my rod lodged in Tim's mouth, his fingers inside me. When I closed my eyes, I was filled with lust, imagining myself a dedicated fellatrix, pleasuring an anonymous man, just some guy whose cock was stuffed into my mouth. As it bucked into my mouth I felt objectified. Even Tim's minor hip movements were enough to nearly gag me due to my inexperience, a reaction that was amusing to me as I wondered how many people, men and women both, end up gagging on their first penis. Tim was cautious and courteous with his virgin cocksucker, but being pleased orally creates involuntary jerks and spasms, and invariably he was going to thrust in a little as I was sucking down. I did gag a few times, but nothing I couldn't handle. Even gagging was erotic. It erased all doubt what was happening and created lasting, vivid memories.

When I opened my eyes and let his penis exit my mouth I watched as my own manhood slid into a willing mouth, just some guy who wants to suck my dick. I imagined Tim's thoughts, how he must be processing all of this, wondering if he felt the yin and yang of roles tugging and influencing him second by second. I wondered if he immersed himself as deeply as I had once his steely cock found my mouth, blind to all other thought and sensory perception.

The intensity of all this stimulation had gained its own momentum and before long both of us were nearing the point of no return. I knew that in another few seconds, a minute at the most, I was going to climax.

I moaned loudly, letting his big cock slip from my lips. "Tim, I'm going to come", I said, slopping his cock in and out of my mouth between words.

"I am too", he said, panting, sweating. "Let's come together", and he started really putting away my tool and caressing my balls which pushed me quickly to the edge. I continued to attempt to reflect and recapitulate his execution, but there was no question who was more experienced. I was doing my level best to keep up and we swelled quickly in unison, with me masturbating his big penis as he sucked me for all he was worth, still working those fingers, massaging points deep within me. I managed to get his cock back into my mouth just in time for a big, sloppy surprise.

His first squirt of semen was by far the biggest and preceded his orgasmic groan by about two seconds, so I was totally unprepared for having my mouth doused with come. Ejaculate coated my tongue and left behind a warm, salty, slippery taste. I pulled my mouth off his cock, shocked, recoiling at the texture and taste, only then to be audibly alerted that he had descended into orgasmic throes. If anyone had been watching, I am sure it would have been quite amusing to watch me, the new cocksucker, getting a healthy, unexpected load of come shot right into his mouth. The look on my face must have been hilarious. Shock. Horror. Disgust. Excitement. Wonder. All in a split second.

But this shocking event was soon overshadowed because Tim was so expertly working my penis that my own orgasm began only a few seconds later.

I spit Tim's semen out of my mouth and began jacking his hard tool with my right hand as I screamed out, unloading and pelting Tim's throat with my hot come. As Tim worked my prostate I simply exploded in orgasm, melting down in moans and screams of pleasure. For a few seconds both of us were coming, an amazing simultaneous orgasm. Tim loves the taste of come, so he trapped my cock deep in his mouth, containing my eruption within the confines of his tightened lips and his warm mouth. Frothy juice continued to gently erupt and bubble from his penis as he clamped his mouth down on my cock, ensuring that not a drop of hot liquid escape his oral grasp. His big cock was slippery with come as I worked it with my hand, capping off an extremely erotic first time at mutual oral pleasure. As my orgasm ebbed, I noticed that the smell of sweat and semen had exploded into the air, filling the room with its unmistakable scent. It was very different than when a man and woman are together, lacking the sweetness of a woman's tasty cream, her vaginal secretions, her sweat and scent.




Fun and Games Ch. 01



As I lay there, my cock softening in his mouth, his thick tool in my hand, I felt incredibly strange and out of place. There was a part of me that very suddenly wanted to run out of the room and erase the memory. I closed my eyes and rolled the clock back to the moment I walked into his apartment, imagining that we shared a few laughs, shared a few drinks and ended the evening with a handshake. But when I opened my eyes, a penis, long and thick, sticky with semen and slick with my saliva, was inches in front of my face. My nose was filled with the smell of ball sweat and come, and the taste of semen filled my mouth, my tongue still coated with slippery jizz.

Yes, I had sucked that penis until it came in my mouth and there was no wishing it away now. I had also let another man probe my ass with his fingers, suck my cock and then stimulate my prostate as he swallowed my payload. I had experienced a fully homosexual tryst which was now woven in my life and forever stored in the recesses of my mind. I knew immediately that if I lived to be ninety years old I'd never forget this moment. My mind raced into the decades ahead and questions zoomed and flashed before me...would I end up gay? If I ever married, would ever I share this intimate secret with her? If so, what would she say? Would she understand such an experiment or would she label me as a confused homosexual? Was I a confused homosexual? Perhaps the scariest question of all...did I like it and would I do it again? Only seconds had passed during my imaginary self-reflecting inquisition and my eyes refocused as the sensations in my body returned and I slipped back into full consciousness. The room was cool, the air conditioner was buzzing, and it was time to continue with my life, forever changed.

I released his stiff and sticky dick from my hand and began to sit up as he let my cock slide out of his mouth. He let out a long sigh. "Whew, that was incredible", he said under his breath, looking at the wall.

"It was really something", I agreed.

"Are you OK?", he asked.

"Yeah. Yeah, I'm fine. I just need to get cleaned up."

Once alone in the bathroom, the pre-sex nervousness returned along with dozens of images of Tim's penis, testicles, and pubic hair racing through my brain. The smell of a sweaty, aroused penis, the taste of preseminal fluid invaded my mind. It was like some invisible, but incredibly powerful pressure was pushing down on me, squishing out all other rational thought, sensation, or idea I could have. If someone had asked me what was two plus two I would have said 'come in my mouth'. If someone had asked me my birthday I would have said 'big stiff dick'. I had dropped through a warp in time and space where none of the former laws of reality applied. I was looking at myself in the mirror and seeing someone I no longer knew. This was a guy that "did things". This man was "different". Did I want to get to know him? I was not sure. I was puzzled, confused, curious, aroused, and my jaw ached a little.

I couldn't slow it down and it was very scary. I told myself to relax but I couldn't. Seeing my face in the mirror didn't help. It was stained with tracks of semen, the taste of come in my mouth, blobs of jizz stuck in my hair. "What the fuck did I just do?" I asked myself out loud. "Fuck me, what did I do?". Hormones were no longer pulling my strings like a marionette; now was the time to think and be rational and there was absolutely nothing rational about what I had just done.

In a mad scramble to do something normal, I turned on the warm water and began to use a washcloth to wipe off my face and rinse out my mouth best I could. "OK, we're getting cleaned up here", I thought to myself. Images of body parts continued to race through my mind, but as I got cleaned up I slowly got my wits about me and I suddenly chuckled at the thought. "Just relax", I told myself. "You didn't rob a bank, you sucked someone's dick. Big deal. It happens every day. People suck dicks every day". "Oh my god", I thought, "I am talking about a group of people that now includes me!"

I was still nude and my clothes were out in the bedroom, or somewhere, which meant I was going to exit this room naked. "Well, it's not like he hasn't seen my penis", I though to myself. I opened the door and returned to the room but Tim wasn't there. I could hear him in the kitchen and I walked out of the bedroom, still naked, toward the noise. Tim was in the kitchen, totally naked, getting a couple glasses of water.

"Here you go", he said casually as he handed me a glass. I took a big drink, still captivated by the absurdity of this situation. Tim's dick was softer but it was still thick and long and it dangled between his legs, brushing up against his healthy ball sac. 

"That was really nice", he said smiling. "It really felt good and I hope you enjoyed it."

"Yeah, I did, Tim. It was very different. You are really, really good at that...stuff. I could learn a lot from you!"

"You did great. If that was your first time, that was amazing. I'm sorry if I caused you to gag a little. I didn't mean to. And I'm sorry I came in your mouth. I should have asked you about that."

"It's OK about the...coming in my mouth. Yes, it was my first time. You have a long cock and it only took a little thrust to push it into my throat. It felt kind of cool, I liked it. And I never had a blowjob like that. I mean, no one ever sucked my come down like you did. The sensations were so intense", I said.

I kind of laughed and continued. "Wow, it felt really fucking good", I said quietly. Talking about getting my cock sucked and giving Tim head was making both of us hard again.

Tim looked at my dick and I looked at his. In standing positions our penises were hardening and our balls were hanging low. I wanted to get on my knees and suck that big dick again. So I did, right there. In a swift, focused move I walked toward him and knelt down on the floor and, without saying a word, I pulled his big penis toward my mouth and slipped the tip in. I moaned loud as it hardened and thickened from my oral attention while Tim leaned back against the counter. The unmistakable taste of semen lingered on his cock and I licked it off.

This was much different than 69-ing because his testicles were hanging free and my hands were available to touch them. I slid my mouth down the front of his thick shaft and sucked a plug of flesh into my mouth from his testes while gently scraping the bottom of the bag with the back of my fingernails. Tim groaned loud and I licked my way back up to the top while massaging those big balls. I could feel his pubic hair on my fingers and gently tugged on it as I sucked the head back into my mouth. Instinctively Tim held my head in his hands, a debasing experience that sent chills of excitement racing through me. I was on my knees with his thick tool in my mouth, licking and sucking on his balls and enjoying it. A week ago I never would have believed I was capable of such a lascivious sex act. It would have been impossible to imagine conditions under which I was sufficiently excited or interested or drunk to do it. And yet here I was, treating my tongue to a fresh coat of salty preseminal fluid.

My testicles are very sensitive and I love to have them played with during sex or masturbation. Assuming he would also enjoy this, with his dick in my mouth, I began to use my two free hands to work his balls. I gently pinched a section of flesh in his sac and pulled the skin upwards to tighten the bag against his body. In so doing, the skin on the sac stretched, making it more sensitive to the touch, an activity I do almost every single time I masturbate. Tim groaned in approval and I continued sucking his cock while I lightly caressed and tickled his balls. For a few minutes I varied my actions and he yelled out loud as I continued my oral work.

I deliberately tried to push his tube deep into my throat but my jaw was aching from sucking his dick earlier. I took a breath and, with his penis in my hand, I said, "I think I want to try something else", in an almost shamefully low voice.

"I have an idea", said Tim. "If you're feeling adventurous, that is."

Still holding and gently stroking his hard cock, I could feel the soft skin sliding over the shaft.

"I think it's safe to say that I'm feeling adventurous", I said with a smirk. "What do you have in mind?"

"Give me a minute", Tim said as he got up and walked into the bedroom to get his backpack. About 30 seconds later he emerged with a 18-inch long double headed dildo. I compared the thickness of the dildo to Tim's tool and estimated they were about the same.

"This is a fun toy!", he said. "If you're up for something a little crazy."

"This is a great idea. Let's do it!", I said enthusiastically.

We went into the bedroom and sat down on the bed, me facing the footboard and Tim facing the headboard, draping one foot over the edge. The dildo was flexible and posable with wire inside it that allowed it to retain its shape. It was covered in small bumps and rings.

"OK, I'll go first and get it inside me, then you can feed it into you", Tim said.

I nodded and Tim lubed up the tip of the dildo, placing the head against his hole. He leaned back against the footboard of the bed and tilted his hips upward so that he had better access.

"This thing feels so good", he muttered as he rubbed the greasy head against his tight, pink hole. Suddenly the tip disappeared, gobbled up by his body. 

"Oh, yeeeeaaaaaahhhh!", he yelled as his ass swallowed a few inches of the purple dong.

"Oooh, I bet that feels so nice", I said.

"Definitely. Definitely."

"Yep, fuck your ass with that thing", I said quietly.

Tim's eyes were closed, sliding about 5 inches of dildo into and out of his body. Watching this was almost enough to make me erupt and I wanted to experience it also. I moved into position and bravely bumped my bung with the flexible purple dong, which I later learned Tim named the "Purple People Eater". It was on the thin side which, coupled with its surface features I assumed would feel wonderful tickling me.

"I love the ribs on this thing", I said as I ran my hand over the silicone toy, which was resting, nuzzled up against my asshole.

"You gonna take it up the ass or what?", Tim said with a laugh.

"Patience, patience!", I said mockingly. But in truth I was a little hesitant to get started. I felt very exposed now that I was legs spread in front of Tim. Of course, with Tim already impaled by the "PPE" I was just joining the party. I had masturbated plenty of times by myself with a dildo, but I never even felt comfortable enough to so much as tell a girlfriend that I did that, let alone do it in front of her!

And somehow here I was, about to shove a fake cock up my ass in front of...strike that...share a fake cock with..someone I hardly knew, but somehow that anonymity was comforting. The more we delved into this taboo world, the more excited I became, and in the back of my mind I could feel an invisible tether to the future strengthening, tugging, making it somehow clear that this was not the last time I would indulge myself.

Feelings swirling through me were equal parts terror, pure lust, fear, hesitation, adrenaline. There was no going back now; things had been done, actions had been taken. So I figured "fuck it" and I began to bump the head of the dildo at my door slowly, very slowly stretching the delicate flesh, yawning it gently wider, wider with each agonizing second, imagining the show for Tim, moaning loud, my cock hard as steel. My tender bottom screamed open then retracted as I withdrew the pressure and then suddenly, like a snake engulfing its prey, my anus captured the head. The dildo was thin and flexible and the rings on the edge of the head felt fantastic as my delicate, sensitive ass flesh clamped down on the soft, purple shaft.

"That is fucking hot", Tim said.

"Feels awesome", I groaned. I was gripping the dildo with my right hand, inching more inside me, deeper, slowly deeper.

"Get closer. Ride it into me", he said, looking me right in the eye. There was about 8 or 9 inches of dildo separating us and now I began to slowly scootch closer to Tim.

"Oh, my god", I groaned softly. It hadn't bottomed out within me yet but it was closing the gap.

"Yeah, slow, just ride it right in. I can take a lot of this inside me.", Tim said. "Just do it slowly and let it snake inside me. Push it into me."

I was in awe, stunned as I began to crab walk and gyrate my hips to close the distance between us.

I was enthralled. This was about as wrong as it gets. The room momentarily began to spin and I wanted to see this, so I pulled up my balls out of the way revealing a few inches of purple silicone separating our bodies.

"Now I'm gonna fuck you a little. I won't go crazy. Just lie back."

I spread my legs and pulled them up at the knees and tried to relax, the dong still buried deep within me. Tim used his hands to lift his body just off the mattress and slowly rocked his hips. Only millimeters moved within me, but the pressure, the deep sensation was amazing.

"Fucking unbelievable", I said, staring at the ceiling. "Go a little harder, I want to feel it deeper."

Tim gripped the dong and fed me a tiny bit.

"Oh my god no more!", I yelled. "Too much, too deep!", I laughed. "Fucking deep! Mother fucker! That feels so god damn weird!"

"Yeah, you think that's a lot? See how much I'm riding in here", Tim said. He withdrew a long segment of silicone. It was like watching clowns exit a Volkswagen as inch after inch of bumpy plastic polymer emerged from his body.

"There is nothing like a deep ass drilling", he said in a sultry voice. "I absolutely love it way, way fucking deep in my ass. Not thick. 'Thin, thin, all the way in!' is what I say."

"I cannot believe you had that much up inside you", I marveled. "You must have like 10 inches inside you. Have you ever had a real cock that much inside you?"

"Yeah, a few times", said Tim as his body slid down the purple pole.

"Tell me about it", I said. We moved into the position we were in before, facing each other with one leg draped over the side of the bed, as I gently nudged my hips back and forth. I began to stroke my cock and I was ready to come.

"Second guy I fucked...who fucked me too...his name was also Tim. Kinda funny! We got it on a few times and his dick was about 9 or 10 inches long but really thin. I mean it was like this" and he held up his index, middle, and ring fingers.

"And when he was way inside me...dude it was fucking fantastic. It didn't hurt at all. Just pure pleasure, deep pressure, barely stretching my ring, I mean it was phenomenal. Best sex...best man sex...I ever had was with that long thin dick."

We continued to work our respective cocks. We were facing each other, my legs draped over his at the knees, inching, working the toy inside both of us. I knew I wasn't going to last much longer.

"Dude, I'm gonna pop", I said.

"I'm ready, too. Let's come together", Tim said.

Tim's movements forced the purple toy to vibrate and invade me in tiny increments, feelings that sent electrifying shivers deep inside my body that were building in intensity as I approached climax. I pushed myself into the dong one last time and orgasm gripped me. The feeling seemed to build very slowly for a few seconds then boiled within me. I tugged on my cock just right, bumping the lower lip of my cock head in perfect rhythm. I leaned back slightly, pinching the dong against my prostate and the come erupted from deep within me, spouting out like a volcano. I screamed as the semen spurted and sprayed all over my cock and balls and my penis became soaked with warm, slippery batter.

Tim erupted a few seconds after I did with a sharp shout, shooting a respectable load of watery semen high into the air. I reached over and cupped his balls, slowly massaging them to feel his warm semen rush over my hand. He did the same and when the cumming was over, both of our hands were coated with come.

Immediately the weirdness of the situation began to settle in. I was, after, all, still sharing a silicone toy with another man.

Slowly we separated, allowing the fake cock to exit us. Again I was amazed at how much of it Tim had stuffed up inside him, an almost freakish amount I noticed, as he slid back and stood up. I secretly wondered if I would ever be able to accomplish such a thing or if I would want to!

I pulled the cock out of my own body, relieved and sated, but definitely feeling very weird and squishy inside from the lubricant and having been stretched open for several minutes.

"Wow that was different!", I said.

"Yeah", Tim laughed. "Different is one word for it. I thought it was cool. Felt great."

He disappeared into the bathroom and soon afterward I went in to wash off. Once again, the newness of the experience was exhilarating as this experience moved me a quantum leap on the line toward the "real thing". I looked in the mirror with interest and excitement at the fluids splashed on my body, reflecting on the deep, probing, fullness I had felt followed by a stretched-out, slippery, empty feeling. I liked it. I would do this again.

Would I go any further?

This thought bounced in my head repeatedly as I cleaned off my body. I closed my eyes and pictured it happening. Yes, I thought, I probably would. Maybe not today. Maybe not Tim. But someone, someday, would share that experience with me.

***



Fun and Games Ch. 02



Fun and Games - Chapter 02

Recap:

As Leon didn't know anywhere near as much about the gear you can get, Jason showed Leon some websites that had loads of different stuff on - gags, clamps, restraints and numerous other things to secure a guys balls with. You name it and these websites had it! Leon couldn't believe this. With every day that went past, Leon's desire to make sure Jason was the one to tie him up and play with him was becoming more and more intense.

One evening while they were chatting on MSN, Jason suggested a meet. 

Chapter 02, Leon's side of the story!

Hesitating slightly before typing an answer, Leon eventually typed a reply

'Yeah sure, sounds great!'

However, in his mind, he really wasn't too sure if this was a good idea or not. He even tried reasoning with himself, but in his mind, he knew he probably couldn't go through with it.

After he'd typed, Leon bid Jason a good evening, and thought it good to go to bed and sleep. But while sleeping, he started to dream about Jason and his fantasies again...

Jason opened his front door and ordered Leon into his apartment. He walked in and stood in the lounge, not knowing quite what to do.

'Strip to your briefs, now!' Jason barked at Leon

He did so, and waited for his next command. Jason grabbed his arms and slipped cuffs on his wrists, and pushed him to the floor.

'Slap'

Leon felt a sharp pain on his back. Jason pulled Leon back by his hair and shoved a huge ball gag into his mouth and pull it tight round the back of his head and fastened it. Jason started to pull Leon into his bedroom.

Leon woke up suddenly with a raging hard cock. He was sweating and breathing heavily. He leaned over to his right, and checked the time, it was 2am! Leon closed his eyes, and jerked off, after all - he had a cock that was really hard and it just had to be taken care of!

Next Day.....

Leon had finally decided to go and meet Jason. They'd arranged to meet at a local pub and have a chat, see if they wanted to go ahead. Well, after a few drinks, Jason came out and said

'Well, you wanna play?'

Of course, Leon was a little drunk, and said yes...!

At Jason's Place...

'OK boi, get in and get down to your pants' ordered Jason. 'And you don't speak unless I tell you to, got it??' he added.

Leon just nodded.

'Good' replied Jason.

Once down to his pants, Jason stared at Leon admiring the growing bulge in those oh-so-hot white briefs. Grinning to himself, Jason marched Leon into his lounge, and stripped himself down to his equally hot briefs. Leon stared just as much and his cock was really tugging at his briefs. Jasons body was well defined, with a nice six-pack that wasn't of major muscle league, but was well tanned and clearly looked after. Jason spotted this, and said to Leon

'This ain't gonna be hard for long my friend, hehehe!' Leon couldn't help but wonder what this meant!

Jason went into his bedroom and came back in with a roll of duct tape and a ball gag.

'Know where these go pal?' Jason asked

'I got no idea' replied Leon

'Well, the tape goes here' Jason pulled off a strip of tape, and applied it across Leon's mouth.

'Where do you reckon the rope goes?' Jason asked smugly, knowing Leon wouldn't be able to answer!

Jason forced Leon to lie on his stomach and then sat across his back. Pulling Leon's arms behind his back, he tied his elbows together tightly, and then his wrists. There wasn't any way he could get out of this! Turning around, Jason then tied Leon's knees together and then his ankles. To finish, he pulled Leon's legs up and tied his ankles to his wrists. 

Getting up, Jason stepped back to admire his handiwork. In the space of 15 minutes, he'd managed to tie up a really horny 24 year old wearing nothing but a pair of tight pants! Jason couldn't wait for the rest of the day! Jason got out the camera and started snapping some pics. 

Jason knelt back down and started to stroke Leon's body, making himself and Leon really hard. 

'Hey you love this! Let's make this really fun!' Jason chuckled and disappeared into his bedroom.

Leon could hear some shuffling about and wondered what on earth Jason was hunting about for, it could be anything! His wonder was short lived...Jason came back with a really odd looking plastic device with a padlock on it. Kneeling down beside Leon, Jason showed him up close and Leon immediately recognised this thing from some of the websites Jason had shown him. It was a chastity device to go on your cock and keep it from getting hard.

'mmmmphhh' was all Leon could manage

Jason rolled Leon onto his back and tugged at his pants. His cock sprang free, coated in warm, fresh precum. Jason stroked Leon's cock, which responded by oozing more cum out. 

'I need this soft boi' Jason said, and he started to rub up and down Leons cock. It took about 30 seconds for Leon to cum streams of white oozing liquid over Jason. 

'Very nice, very nice indeed. You'll be giving me more of this over the next 2 days my boi!' laughed Jason.

Now this meant Leons cock was exactly how Jason wanted it, soft. Jason pushed Leons now limp cock into the device, and put his ball sac into the rear of it, and clicked the two together. To finish, he put a padlock on it, and closed it. Then, Jason put the keys well within Leon's sight to taunt him.

'Hehe, you think I'm gonna be this easy?' Jason said to Leon.

'mmmmphhhhhhhmmmmmpphhhhh' Leon responded with not much success.

Jason went to the sideboard and got out some superglue. He applied it to the padlock and the keylock. There was no way the padlock could come off now! Jason pulled Leon's briefs back up and went to the bathroom.

Leon was beginning to regret this, he was tied up tightly and couldn't do anything but roll around. He was gagged and couldn't shout out, and he has his cock captured and couldn't free it. Each time he started to get hard, it hurt!

Jason came back, and spent the next few hours and well into the night playing with Leon. Determined not to let him sleep, Jason taunted Leon all night, by letting him drop off to sleep, and then suddenly putting ice cubes in his pants. At about 3am, Leon started shouting out ' mmmmpptttttthhhh' several times. Jason ripped off the gag asking Leon what he needed. The answer was simple - a piss. 

'Nope' was the reply from Jason.

'What do you mean, nope??' asked Leon in disbelief

'You wanna piss, you piss there!' was the answer

There was no choice! Jason slapped on more tape and Leon couldn't hold on any more - he just had to piss! He did that, and Jason laughed so much it must have hurt him. He then went into another room and didn't come back until 6am. Leon spent the rest of the night lying in his own piss gagged and still tied up as tightly as he had been when he arrived earlier that day. The door knob rattled, and Leon woke round. Jason poked his head round to make sure Leon was OK.

'See you later pal, I'm going to work!' Jason shouted as he slammed the front door shut.

End of Chapter 02



Fun and Games Ch. 02



The next day was odd as I reflected on what had happened, but I was so excited that I couldn't resist calling Tim. I came up with some excuse to stop over in the middle of the week to watch a game, but we both knew that wasn't why I was going to be there.

After some polite conversation I just blurted out, "I'm ready Tim". He of course knew exactly what I meant. We got undressed and were in the bedroom in a minute or so. I got down on my knees by the bed and he scooted over to allow me to suck his cock. I took his cock in my mouth again, sucking hard, then releasing it.

"Yes, I am definitely ready. I want you to explore me. I want to feel this inside me", I said with his cock still in my hand.

He got up on the bed on his knees and was waiting for me to get into a doggy position, but with nonverbal suggestions I encouraged him to lie down on his back.

"I am going to mount you facing you", I said, feeling like a total whore, hardly believing the words that had just tumbled from my lips. He was lying down now and I was sort of hovering over his abdomen.

"Yeah, that's fine" he said quietly. "Just make sure you go slow. It feels great if you take your time but if you don't you can tense up."

"What would happen then?", I asked with obvious trepidation in my voice. He had a big cock and I was getting a little scared. I only had anal sex with one girl many years ago and she loved it up the ass, so subtlety wasn't necessary with her. She was not a virgin to anal and loved it pretty hard. I of course was new to this and his dick was so big I knew I had to be careful.

"It won't feel good if you go too fast. You need some time to relax. If you're not ready..."

"No, I'm ready. I want to do this", I interrupted. "It's just...a little scary."

"You'll do fine" he said, assuring me with his calm voice. "Just remember...relax, slow, calm, gentle, easy."

Oh, god I was really doing this. I was on some guy's bed and we were both naked and we're openly talking about anal sex. I was so nervous. But I was so ready! I was ready to do it.

I said, "If you come first will you be OK with me penetrating you later? I want to do that. I mean, I think I want to!"

"Yes, definitely. I want you to have an enjoyable......you know..."

"First time", I said with a smile. "My first time...doing this." I couldn't bring myself to say 'have gay sex' or 'get fucked in the ass' but that was of course the unspoken truth.

I figured having him on his back would be good because in this position I could control how much cock I fed into my ass and at what rate. This turned out to be a good decision. He slid on a condom and I lubed him up and played with his hard cock for a few seconds. I was shaking as I nudged the fat tip of his cock at my asshole, but he moved his cock aside and lubed up his fingers. First, very slowly a finger slipped inside me. He moved it up to the knuckle and moved it back and forth inside me for a few seconds. It was slowly withdrawn and joined by another finger. It felt great. Two fingers was definitely a little wider and I moaned in approval. This continued for a few achingly good minutes as combinations of one, two, or three fingers probed and readied me, relaxing my muscles. After a few minutes my body accepted three thick fingers into my back entrance, slipping effortlessly inside me. I knew I was ready and I was about to make it happen.

I was about to get fucked in the ass and I was very nervous for good reason. Everything was so new and different; the choices and minutes were whizzing by. I was scared that I was going to get pounded too hard or it was going to hurt. Tim's penis was thicker and longer than any of my dildo toys so I was rightfully concerned. I guessed him to be about 7 inches long with a girth that my hand could barely grip, so I needed to make sure he didn't go crazy and split me open. I looked behind me to assess the size of his penis in relation to his fingers. His other hand was working his cock and my stomach sank. His cock was a good bit wider than his three fingers! I faced the wall and closed my eyes tight, wincing in near terror, then opened them again and glanced back again to see the digital replacement, hard and twitching. He was ready, too...ready to plant that thick tool deep inside me, but he was patiently waiting for me to get it started. I gently tugged on his wrist, encouraging him to let his fingers slip out of my body, indicating that I was ready to take it to the next level.

Involuntary sounds reflexively leaped out of my mouth as the tip of his tool nosed into my tight, virgin ring. Only the head of his cock went in but it felt very wide but only hurt a little bit. My mouth was dry and my heart was pounding as he pulled out, re-lubed and eased the tip in again. This time it felt warm, thick, wide. He slid in a few inches and out again, and lubricated his penis again. My body very slowly was beginning to accept his thick tool easily and without pain.

"Oh my god you're so thick", I said. "Your fucking cock is so big, please go slow", I begged.

I was amazed that my hole was yawned open so wide and yet it felt so good. Slowly I was being stretched but it didn't hurt and his cock was very warm and somewhat flexible even though it was really hard. This was very different than dildos of course and I noticed how much nicer it was. His big cockhead and shaft were plenty snug, and I smiled thinking about pleasing him. This submissive aspect was radically different than sex with a woman and it was weird at first but I started to like it. Tim entered me slowly again, sliding a few inches deep and then remained motionless, waiting for me to move. It was cool because the tiniest motion of either of us continued to pitch his dick further into my body and it felt absolutely wonderful. It was warm and deep and there was nothing about it I didn't like. I closed my eyes and moaned, saying how much I was enjoying him inside me.

"Oh, god, it's so big", I said in a whisper. "Your cock is so thick. It's so warm inside me. You are stretching me but it feels so good."

"Just take it slow" he said. "Just go slow, don't hurt yourself. You feel awesome, it is just great", he said quietly.

"It's thick but it feels really good", I said. "Dude, it's really warm! I like it!", I laughed out loud. I slowly slid almost all the way down, devouring its length deep into my body.

"It's longer than I thought it would be. It's so deep", I whispered in a husky voice, eyes closed, as he bottomed out to the root up my tight ass.

"Yeah, it feels great, but go slow. Get used to it all the way in."

With that, he nudged his thick rod all the way balls deep into me. It created an almost sickening sense of fullness that was uncomfortable, and the thickness at the base was more than I could stand, splaying my tight ring to a painful diameter.

"Oooowwwww!", I yelled. "Too deep!"

I rose a little, letting some of his meat exit my body. I opened my eyes and pulled my balls off to the side to get a good look at his cock lodged up my ass. I was getting fucked in the ass, or rather, I was fucking him with my ass. His cock was thick and warm and filled me to the point where it was weird; there was the nice entrance feeling but all the way down it was like my insides were being compressed in ways not intended by nature. Duh! This is of course true because it is not natural to have a seven inch thick cock plowing up inside you! I was stretched wide and it was a bit painful when his penis was all the way in. It was super thick at the base so I was careful not to bounce down on it because that caused a flat out uncomfortable stretching of my no-longer-virginal anal ring.

Tim moaned as I slowly pulled up and rode down on his ridgid rod. After about ten minutes my ass became accustomed to the invasion and from then on it was enjoyment for both. In order to maintain good feeling, I repeatedly slid all the way off, adding lube and letting it slide up inside me again and again, almost taking him to the base but being careful not to go too deep.

"Oh, yes, that is so good", I moaned as I got into a nice but slow fucking rhythm with his big dick up my ass.

"I am loving your huge cock up my ass", I said in a low voice.

I began to vary my motions with his thick penis probing and exploring various areas deep within my body, becoming more adventurous and swirling my hips slightly as I moved up and down. Each new angle of penetration cast a net of unexpected and wonderful sensations, and Tim enjoyed every variation as much as I did. He began to move his hips, meaning that sometimes his cock popped out of my ass and we had to nestle it against my ring and work it back inside me. These moments were the most enjoyable to me, but I knew that going deep inside my body for Tim was probably best for him, so I mixed it up, popping his cock out of me from time to time repeatedly penetrating only a few inches then allowing him to slip almost all the way to the hilt over and over again.

"I love you fucking my tight ass" I managed to moan, eyes closed and deep in thought. "It feels so good in my tight virgin ass."

"It feels great", he said.

He lubed his warm hands and began caressing my cock and balls. Of course it felt terrific. Having his thick tool inside me while he was stimulating me with his hands was an acute assault of pleasure unlike any previous experience.

With each passing moment Tim's invasion became increasingly easy and pleasurable. After ten minutes of anal sex, I had widened up enough that he could pull out and pop right back in with no pain at all and, in fact, it felt really great, especially that first inch or two. In fact, as time went on I enjoyed teasing his thick cock head at my anus and then letting it slide inside me very slowly.

I was totally enjoying myself and my focus was clear and bright and I was ready to bring him to the edge and beyond. I opened my eyes and said, "I bet you feel pretty good you got to pop a virgin ass, don't you?"

"Yes, I do. Oh, wow I feel so lucky you wanted this."

"Wanted what?", I hissed, sliding down his thick pole.

"Wanted to have...wanted to do it with me."

"Let's be honest", I said practically panting, "fuck me in the ass. Splay my ass open with your thick cock, that's what we're doing here", I growled as Tim breathed deeply, heavily.

"You like fucking my ass don't you?", I said.

Initially I had my hands to my side but we had crawled and bounced our way near the headboard, which had some spindles and a top rail that I could grasp. I was leaning on the headboard arching over him. In this position I could lean all the way back and rest against the top of his thighs, his cock sliding to a perfect depth just shy of being buried all the way inside me.

"Yeah, I do. I love fucking you in the ass", he said. "You're tight and hot and I am loving burying my thick cock in your tight asshole. It feels so fucking good."

I felt like a genuine whore and it was exciting to be dominating the act but submissive in action. Although I was controlling the pace and tone, he was still the one with his big dick buried deep inside my body. I slipped his cock in my ass in a few short strokes, then I pulled it out, re-lubed it and tried something new.

With his slippery dick knocking at my back door, I began to gyrate my hips in a circle while keeping light pressure on the head of his cock. His head popped back inside and soon I was being internally explored by a thick cock at an excruciatingly slow pace and at more severe angles than we had enjoyed up to this point. The friction, the probing, the depth, pulling his rod out of me and burying it in me repeatedly...it was as much as he could take.

"Oh my god dude I love this but you better slow down or I am going to come!", he said. "This is incredible! I can't believe you have never done this!", he screamed.

"Yeah, but I've thought about it!", I said loudly as I continued spiraling down, gobbling his penis with my body. "Come in my ass!", I demanded.

My cock was rock hard and he was still slowly stroking it, my balls tightening as he invaded my hole with my sprial downard motions. I was gyrating up and down like a screw, impaling myself in a clockwise twisting motion. At the end of a downward ride my balls were sliding against his body and it felt amazing. My balls are really sensitive and I knew that if he kept stroking my cock and touching my balls I would come and I didn't want to yet, so I gently moved his hands away from my penis.

I began to step up the pace and intensity of my motions on his thick tool, sliding and slicing and screwing its way deep into my body over and over. A strange feeling gripped me and I was totally focused on him to come inside me. In the simplest terms it was a control thing although I doubt that makes much sense. Heavy breathing, the wet smacking and crinkling of a rubber, and the greasy sounds of his thick cock sawing and surging up my ass splintered the silence of the room. With surprising suddenness his orgasm began. For the first time since we started fucking he grabbed my ass cheeks and pushed deep inside me, and my balls came to rest on his abdomen. A scream found its way past my lips as I was impaled deeply by Tim's rock hard thick cock. The pain escalated quickly as his warm tool thickened and plunged deeper, all the way to the hilt of his cock, forcing my anus wide open. I was frozen in place with his cock lodged inside me, and he was bucking, driving his meat inside me only a fraction of an inch but with a great deal of pressure. His dick was so thick at the base it was like having forceps repeatedly widening my asshole. This was not at all a pleasant experience but even as I was getting split I was thinking I'd definitely do it again because it was so different and exciting. At least next time I'd know what to expect when we had anal sex and I could mentally and physically prepare to be gored. Up to that point he'd been very gentle and allowed me to control everything, so I figured a few seconds of pounding my ass was tolerable.

His orgasm boiled from his balls all the way through his body in a massive, consuming convulsion. I couldn't move much with his grip on my hips, and his cock was buried so deep inside me my balls were getting tickled by his wiry pubic hair. He jerked and spasmed a few more times, wretching the last blobs of semen into his rubber. Tim's cock thickened even more as he climaxed and drove every millimeter deep into my body. My ass yawned open to a diameter I had never experienced, one in which nerve endings were stretched, rubbed raw as I struggled to maintain his large tool deep within my body as it flexed and spat come into its rubbery sheath.

As he continued to orgasm and slip his thick, hard penis deep within me, his cock was bulging and stretching my body, probing me at angles and in ways that were very different than I had experienced when using dildos. One big difference between using a dildo and getting fucked by a real cock were the various angles that his penis tracked as it dipped and slipped inside me, especially when he was wracked by orgasm. As he came, he screamed, pounding me hard, and as he pulled out even a few inches when it went back in it was different every time. Sometimes his penis scraped my prostate, sometimes it felt like it was driving into my stomach! But every time he went inside me it was not exactly the same as the previous penetration. As a result the sensations were different every time, too.

Another difference was the sheer unpredictability of it. With a dildo, you always know excactly how deep and how fast it's going to probe and prod you because you are in control, so you know exactly what to expect. Getting fucked in the ass by a hard cock attached to another brain was an incredibly different experience because every action was a complete surprise. When he was in the midst of orgasm, I had no way to know how hard he was going to fuck me from second to second, or how he was going to twist and jab his cock inside me. Even though I was on top of him, he was still able to buck and fuck me and it was a mix of extreme pleasure and moderate but tolerable pain.

As he continued to orgasm I silently wondered why I had waited so long to be penetrated by a real live penis. I had enjoyed dildo play for years and this radically different experience was so pleasurable it was an absolute certainty I'd do it again and again, either with Tim or with someone new.

In these waning seconds of his orgasm I also realized I was totally detached from him as a friend or companion, and the only real thing we had in common at this moment in time was sharing incredible pleasure by fitting our bodies together. He could have been anyone. Although I've had one night stands with women, there was always something, no matter how slight, that resembled caring, warmth, and love. I was never one to just flat out fuck a woman and not care about her at least somewhat, even if we didn't feel strongly for each other. It always enhanced the experience, even for women I never met again, to kiss, caress each other...to show that for these minutes or hours your partner cares, even if it is only about pleasure.

Although my experience in this area is admittedly rather limited, what my female partners had in common is that they all wanted a little something more, and I was always happy to give it, even if it was just a warm thought, a gentle caress, or a tender kiss on the cheek. In that way, my experiences with women didn't seem cold, and they weren't limited entirely to physical pleasure in a manner of speaking. Maybe I romanticise what women felt for me but that's not likely, and I raise this point for one reason only: this experience had absolutely nothing in common with those experiences.

As his orgasm ebbed I realized this with perfect clarity, objectifying him in a way that I had never, ever experienced doing so to a woman. I was taking advantage of him per se despite the fact that he just wrenched out an orgasm deep inside me. It is difficult to describe my emotional state other than to say that as soon as he came, I began to think of what my next action would be. I had wanted him to come inside me because it was just another activity, another experience I wanted to have and enjoy. Oddly enough it had nothing to do with him personally. Again, I doubt this makes much sense except to those that have experienced this level of emotional detachment, and that's something that's quite honestly not as common as many Cassanovas may imply or have you believe.

Slowly he calmed down and let go of my ass cheeks and I slid up and off his softening tool. In my mind, I began to put into words this experience on which I'd reflect in the next few days and weeks, maybe years:

> Some dude popped in my ass.

> Some guy I barely knew fucked me up the ass.

> A friend of a friend and I went to a concert, came back to his place, and he jammed his big cock up my ass and orgasmed.

> Some guy came inside me as I rode his hard cock all the way down to his hairy balls.

> I decided to have a gay experience so I sucked some guy's cock and then let him push his cock against my asshole and penetrate me.

All these thoughts were true. As his penis slipped out of me I silently wondered how I would summarize and reflect on this first time experience ten years from now, or if this reflective moment itself would be the summary.

His tool flopped against his abdomen and it looked huge even soft and I marvelled that I had just had sex with it. I felt a little sore but OK enough and I was eager for reciprocation.

"How do you feel?", he asked with genuine concern.

"I feel like I just got fucked up the ass with a big dick for fifteen minutes", I laughed.

"I feel fine, Tim. I'm OK", I said smiling. "I'd do it again. But let's talk about what we're going to do now. He knew exactly what I meant. We separated and he got into a submissive position on all fours and I could hardly wait to drive. I was excited and I wanted to come. I can recall few times being so keyed up and I knew I wasn't going to last long.




Fun and Games Ch. 02



I thought briefly about my first time getting nailed and how his size was perfect for popping my anal cherry. He was sort of thick and somewhat long but once I got used to it, the feeling was great. It was a "full" feeling that took some getting used to, but his initial insistance that we go slow was sage advice; had I sunk down on that thick penis too quickly, the entire experience would have been very different. More than likely I would have been in discomfort from the beginning, a feeling which most likely would have intensified as time went on. I briefly wondered how many people, men and women alike, had a bad first time with receiving anal and vowed never again.

That being said, let's face it: anal sex is hardly a normal activity! No matter if you are man or woman, having a penis shoved into your rectum is not something nature intended for your body. As a result, it is necessay to use copious amounts of lubrication and to allow one's body to adjust to the invasion. The truth is that the anus, rectum, and prostate are loaded with nerve endings, making this region exceptionally sensitive to stimulation, but these areas are also susceptible to incredible amounts of pain if individuals are careless on either end, so to speak. After Tim's thick cock popped out of my ass I was stretched and a little sore, but allowing my body initially to adjust made all the difference.

I could hardly blame anyone if they had a bad experience and decided to avoid it in the future, but I was living proof that, even with a substantial dick like Tim's, getting anal can be a lot of fun with enough patience and lubrication. At first glance and first feel Tim's penis certainly appeared as if it was just going to be something to be endured but that was not at all how I experienced it. I guess for anyone out there wondering about it and afraid that it's just going to be a flat out painful experience, I suggest you go super slow, give yourself plenty of time to adjust and slowly accommodate your partner, a toy or whatever goes inside you. If it hurts, something needs to change; the speed, the depth, lubrication. If none of those things helps then in my opinion it needs to stop. But a little patience goes a long way. In my case it went about seven inches deep...over and over and over again.

As I got behind him, I did have a few twinges of pain; my anus had been stretched wide and he had driven his cock very deep inside me when he was ejaculating. Despite the mild discomfort, it was exciting to think that a few hours from now I would need only to tighten up my anal muscles to re-live the ass banging I just received because surely the weird, invasive feeling would linger. I later learned that, in fact, a full day later such a memory can be invoked with stunning clarity. Bear down, feel the feeling, and re-live the spectacle, then enjoy a furious masturbation session.

He glanced over his shoulder and said, "you don't have to be gentle with me once I get used to it. You can bang me pretty hard if you want to. I want to feel your balls slapping mine once I'm comfortable."

He didn't have to ask me twice. I greased him up and I treated him with the same patience he treated me, allowing him to flex and spread as my cock slowly inched into and out of his tight asshole again and again in shallow, deliberate motions. Slowly I pulled the tip of my cock out repeatedly dipping just an inch or two into his ass, leaving it in for a few seconds and then retracting it and lubing it up only to sink it past his tight, pink ring a fraction deeper each time. The escalating depth and volume of his moans were clear indication of each stage of readiness, making it simple to determine when he was ready for successively deeper plunges. After five minutes of playing and stretching, his hole was slippery with lube and exiting and entering was easy and painless.

I knew Tim was prepared for greater alacrity when re-entry gasps became sighs of relief. He was ready for a randy banging and I began to moan as I sunk my thick tool into the depths of his body, slicing and plunging deeper and deeper. Doggy anal was something I'd done before, but having a big cock sticking out the other side was another matter entirely, as were the huge bag of balls below his ass. As I began to slide in and out more rapidly, his sac began to swing and sway, and deeply pounding his ass had the added effect of slapping my balls against his, my scrotum acting like a bell clapper. It was barely audible but a faint smack could be heard when I did so, and coupled with the scratchy feeling on my own balls the feeling was incredibly good. Tim was definitely a man who liked a good ass fucking and groaned loud as I began to increase the speed and intensity of my pounding.

I got up on one knee and began to fuck him like a two dollar whore. "I feel like such a bitch like this" he said, almost whispering. "I love your cock up my ass. Your big fat dick fucking my ass like this makes me feel so cheap."

"Your ass is so tight", I said panting and moaning. "Your tight little asshole loves my cock! You good?"

"I love it. I love you fucking me hard. Get those big balls swinging. I want to feel them! Pound my ass with your big dick!" He continued muttering and it was very cool and very erotic. I love dirty talk and it notched me up closer to orgasm quickly.

"I want you to feel something", he said. "Slow down, go deep inside me and then stop", he said. "I want to feel your heartbeat." It was so cool! I could feel his heartbeat pulse and it was fast. My pulse was racing too. I just let my cock sit in his ass for a few seconds then resumed a nice slow stroke-in, stroke-out rhythm. I pulled out a few times and wriggled it past his asshole. It felt nice to slip out and then have his tight ring grip and gobble my cock head again. He loved it however I gave it to him, fast and slow, and as hard and deep as I wanted. I didn't feel the least bit guilty pounding his ass hard because he was in fucked-in-the-ass land of ecstasy.

As I held onto Tim's ass and fucked his super-tight asshole, I began to contrast something in my mind. Women, regardless of how fit they are, carry their extra weight in the butt. Men, on the other hand, Tim and myself included, are very lean in the legs and ass despite their size. When I was fucking him in the ass I had this thought that even when I closed my eyes and imagined fucking a chick, that's not the way it feels because they are not that muscular in the ass and legs. It was just an odd thought that went through my head, but I couldn't help think of it while I put the meat to my new friend.

He pushed his balls back with one hand, and now with one elbow and his knees supporting him slid down with his butt high in the air. I gave it to him slow, fast, deep and shallow and we loved every second of it. My initial thought that I was going to explode quickly had been dead wrong; I was super-excited which, for me, delays orgasm. I knew I was going to be able to fuck for a nice long time, and I was hoping that Tim would last another ten or fifteen minutes with my penis buried inside him.

He motioned that he wanted to change positions and lay down on the bed on his left side. He took a break for a minute and then I mounted him from behind and this was a nice position. I couldn't go as deep but it had a really nice feel to it that was somewhat tighter in the deeper depths of his body, which I really enjoyed. After 5 minutes or so of that, he got on his back and pulled his legs up. He got a pillow and put it under the small of his back while I lubed up again. In this position the pressure was on different parts of our bodies and it felt really good. I held his legs up and fucked him slow, then a little faster, then I really hammered him for a few minutes. He winced from the drilling he was getting and when I would slow down and he would say, "no, no, I like it. Keep going deep. It feels good." Far be it for me to disappoint him so I pounded his ass with reckless abandon as they say. This position and action provided a nice balance to the earlier things I had done and I was glad to be fucking him pretty hard right now, dominating him.

It was really weird watching his dick slap against his body as I fucked him! But I got used to it pretty fast and it was sort of cool in a very different kind of way. I was sort of wishing I had a video camera at this point because I would have loved to had video of him getting his asshole pounded by my cock. But then again being on video having sex with another man...not something either of us would want to see out on the internet!

I was really going at it and I didn't want it to stop, but after nearly 20 minutes his asshole was red and raw. I gave this poor guy a drilling, ass-pounding, fuck session the likes of which he'd never experienced. He told me to slow down and said, "this is the most I've ever been fucked in the ass at one time and I simply can't take any more! I'll get you off with my mouth. My ass is so sore I'm not going to be able to sit down for a week!" He kind of laughed and I did too as I slid out of his tight asshole.

I pulled out, went into the bathroom, snapped off the condom and thoroughly washed my cock and pubic area. He could hear the water running and he knew I was going to emerge with a rock hard cock that would be settling up in his mug. I came out of the bathroom and he was sitting on the floor with a few pillows and motioned for me to sit on the bed.

"I'm ready when you are", he said.

He was without a doubt the best cocksucker I have ever had in my entire life and in this position he outshined his previous 69 work as a true master fellatrix. He sucked hard, putting a small amount of vacuum on my cock as he played with my scrotum. In this position both his hands were free to play with my cock, balls, perineum, and asshole and he used every square inch of his hands and fingers to assist his expert mouth. I rocketed toward orgasm.

He allowed my cock to snake deep into his throat as a thick finger snaked its way up my ass. Obviously skilled in the ways of sucking cock, he extended his tonge along the curved front ridge of my shaft while his finger began to dance on my prostate. I'd never experienced so much stimulation so quickly and my body decided it was time to release.

He looked at me and said, "Come in my mouth", and re-corked his mouth with my hard tool.

Within seconds of penetrating me and stimulating my prostate the first few spurts of semen spat hard into his mouth and trickled down his throat. He quickly pulled back a few inches, dragging his tongue along my shaft and stopped when my cock was about two inches inside his mouth, my cock head resting on the meat of his tongue. I literally screamed as I ejected huge streams of semen into his mouth, over his tongue, dribbling on his lips and chin. He moaned my semen flowed out of his mouth and over his fist which was now clenched around the base of my penis. My come and his saliva made a slippery, slimy whitish trail down my shaft and over my balls. He sucked my cock like a whore and continued to finger me like one.

The sensations were amazing as his tongue, lips, and fingers continued to stimulate me to incredible heights. The room was spinning and I became dizzy on orgasmic overload as I realized I was experiencing another orgasm, something that's only happened to me a handful of times. But given the sheer volume of stimulation my body had been subjected to up to that point it was not surprising. After the second orgasm I felt like I had been run over by a truck and Tim licked his lips, his face and chin spattered with thick, white gobs of semen. A thin trail of semen started halfway down his neck and made a perfect line all the way to his left ear. Despite how much come was on his face he had done a great job keeping up and managed to swallow the lion's share of my salty come. He continued to lick his lips and gently pump my cock to fan the dying embers of my orgasm. A final droplet of semen sat atop my penis and he gently bent down to clean it.

"I love come", he said quietly as he swallowed. "I like the idea of it more than the taste." He looked me in the eye. "The idea of getting such a reaction. It's so violent, so sexy, so dominating and dominated...all rolled into one. It's unequaled", he said as he softly licked and caressed my softened penis. My balls were still super sensitive and he bent down to lick them all the way round. It was a fantastic feeling, his rough tongue dragging over the soft skin of my testicles, occasionally tickling them by dragging his tongue over and through the light, curly hairs.

Reflecting on my semen filling his eager mouth, I thought that if I could talk this guy into letting me pound his ass and then come in his mouth again some time I would be a very lucky guy. He certainly had no problem with either activity, and continued to lick up stranded blobs of semen from the base of my cock and testicles. It was just too much - eventually I had to ask him to stop licking and sucking my cock because every flick and lick was sending shocking electric bolts through me.

"Tim, that was amazing but..."

"I know!", he practically yelled. "I know, it's too much. OK, I'll stop. It's just that the cleanup...it's my favorite thing."

"Isn't that what they say? Do what you love?", I said mockingly with a bit of a snicker.

"No doubt that I love this. Being nailed and getting a guy off with my mouth. That is a winning combination."

"Well if that is what you like then I think I can help you. Any time you feel the need for either or both, please don't hesitate to call me!" I said as I sat there, naked, with my soft cock inches from his face.

After I calmed down a bit more I went into the bathroom to get cleaned up and get dressed. Tim did the same.

I walked toward the door and was ready to get home.

Tim said, "So I guess it's safe to say that we want to keep this confidential. I mean, it's not like you are out in the open about this. I respect your privacy and if you want this to remain confidential, it will."

"For now, definitely", I said somewhat relieved.

"Well, I had a good time. I hope your first time wasn't too terrible."

"Not terrible at all. It was pretty cool. I was hoping we could masturbate together but I guess, you know..."

A few seconds of silence passed and then he said, "Maybe, you know. I don't know...maybe next time if there is one."

"If you wanted to meet again I would be up for that some time."

"Cool", he said. "It's not like I want you to be my boyfriend or something. You're not my boyfriend."

"Oh, definitely, I get that. You're not my boyfriend either. I'm not interested in you in any other way than what we just did. Strange as that may seem."

"OK, then I guess we have an understanding. Maybe sometime we can, you know..."

"Fuck?" I said laughing. "Yeah we can do that. I still want to jack off together because I think that would be a lot of fun."

"Yeah, that would be cool. We could do that."

"Thanks for letting me do you after you came. I was terrified for a minute there! I thought, oh, no he blew the wad now I'm going to be asked to leave! Funny."

"Oh, yeah of course. That would be rude, so I wouldn't do that. Now you know I can pop and then you can still count on me to keep going. You may get to that point, too."

"It's hard to imagine getting to that point honestly!", I said. "But I have to say all this was something I didn't expect and had no idea, quite honestly, how much I would enjoy it. I really did enjoy it! It sounds weird to hear myself talking about it."

"I remember the first times", Tim said. "No doubt about it, it's strange. You will learn a lot about yourself in the next few days", Tim said, smiling.

"What do you mean?"

"You'll think about what you did. I think it's normal to reflect on it and question why you did it."

"Yeah, definitely I can see that happening!", I said laughing. "I'm questioning it already!"

"It can be very good for you in ways you never really imagined, too. For me, I learned that I could enjoy this and that it didn't 'make me' anything. I'm just me. I'm unique and this is one of the things I like to do."

"Apparently it's one of the things I like to do, too", I said. "I loved, you know...I really had a good time. Everything you did was really great." I looked up, away, anywhere but at Tim. "This is the weirdest fucking conversation I have ever had!" I laughed.

"And on that note, I'm gonna roll. See ya around Tim!", I said.

"Yep, OK, man. See you later."

On the drive home the dull pain deep in my ass, literally, left no mistaking what I'd done. It reminded me that only an hour ago I had a thick penis sliding into my body. My jaw was aching a little and tiny residual flakes of dried come were on my face and hair, enough that I could smell it, and a light taste of semen remained in my mouth. It was a rush. I could hardly wait to do it again.

***



Fun and Games Ch. 03



Recap

There was no choice! Jason slapped on more tape and Leon couldn't hold on any more - he just had to piss! He did that, and Jason laughed so much it must have hurt him. He then went into another room and didn't come back until 6am. Leon spent the rest of the night lying in his own piss gagged and still tied up as tightly as he had been when he arrived earlier that day. The door knob rattled, and Leon woke round. Jason poked his head round to make sure Leon was OK.

'See you later pal, I'm going to work!' Jason shouted as he slammed the front door

Jason's day...and night!

You're at work enjoying yourself, until the end of the day. Thank god it' time to go home!! Anyway, I'm just going out of the car park behind someone, and their car just stops! Slightly irritated by this delay, I get out and go to the drivers window, and as it rolls down, it turns out to be Dylan! (I gotta tell you, Dylan is the one guy at work that is soooo hot but sadly not gay!) Flustered, I offer to help him out - it seems the car has given up! After a lot if effort and sweat, and the occasional curse, we manage to get the damn car out of the way and back into the car park. Seeing as the rest of the place is deserted, I offer him a lift back to my place.

'Thanks for offering to bring me back, Jason. I live a little out of your way though' Dylan says.

'OK, well if you won't let me take you home, how about you come back to my place, freshen up and call a cab?' I ask

Dylan accepts this, and we have a quiet, uneventful drive home. I have a horrific thought - Leon is 'resting' in my spare room!!! It bothers me so much, I run a red light!

'Hey, man! You just ran a red!!' exclaims Dylan 'Oh, what?? Oops, sorry pal, I didn't even notice' I answer slightly nervous

Anyway, we get back home; I invite Dylan into the lounge and tell Dylan to make himself comfortable.

We sit down, have a couple of pints, and after a couple of drinks, Dylan needs to 'relieve' himself and asks where the bathroom is.

'Just down the hall, on the right mate'

As Dylan skulks off, I can't help but check out that cute butt swinging it's way down the hall. 

'My god, Dylan. I wish you were into the same as Leon and I. You'd love it' I whisper to myself I'm rudely shaken from my thoughts as Dylan shouts out 

'Is someone in there??'

SHIT! He's tried the locked door that Leon's in! I gotta think damn quick here!! Gotta think quick! What's the answer??? 

'No, mate, there's nothing in there! I just keep that one locked for these dumb insurance rules about keeping valuables locked away and stuff!' I answer him hurriedly.

Hopefully Dylan won't ask any more.....

Anyway, Dylan uses the bathroom, and decides it's time to go

'Hey man, thanks for letting me crash here for a while. I'm chilled out now, and I still wanna get down to the gym!' Dylan says as he gathers his stuff together.

'You gonna go home first?' I ask, hoping that he'll stay longer.

'Nah, it's OK - I've got my gym gear on under here' he says back

On the off chance that I might still be able to get to Dylan and have a bit of fun that I probably shouldn't have with a straight man, I disappear and wind up the heating a little bit. Dylan calls a taxi but apparently they can't be there for another hour, so what's a couple more drinks, alcohol of course? Anyway, while Dylan's drinking away, I cancel his taxi.

'Hey yeah, my boyfriend, Dylan Kennedy, just called a cab, from 33 Apex Park apartments....yeah, can you cancel it? Cheers!'

I make sure I don't speak too loudly, and for some subconscious reason, even slip in that he's my boyfriend! Oops! 

After the hour elapses, Dylan's had a few more than I thought - and he's hot because of the heating! While he's getting sleepy, I slip into the spare room to see me - and tell Leon all about Dylan, just for a little extra teasing of course!

Anyway, I need to hide Leon - where's the best place for most things - under the bed!

I go back to Dylan and find he's taken his top off and his body is beautiful!! It's an amazing, toned, bronze shade of skin, with equally stunning muscles - strongly defined and tight. Barely able to control myself I just stare at him!! Dylan notices and in his drunken state slurs

'W-wwhat you lookin at man?' 

I stumble a little here and exclaim that I'm just a bit surprised he hasn't stripped completely!! Anyway, he complains he feels a bit funny, so I just tell him that as long as he has something under the trousers, he can take those off to cool down. He does just that- he has some very nice shorts on - amazingly tight lemon yellow lycra trunks on - and says he feels much better that he's only wearing his gym kit. I can't help but wonder if he is gay wearing those!!

It's getting late, and I'm getting incredibly turned on, with a hot guy in my apartment wearing nothing but tight yellow trunks and another strapped down in my spare bedroom!

Dylan vaguely wonders why the taxi hasn't yet arrived and slurs more and more, so in the end I just tell him I'll cancel the taxi as he isn't in a state to go anywhere and offer him the spare room - as he'll be out for the count he won't know what else is in there with him....!

Dylan's virtually asleep in the short time it takes me to get myself a drink, so I help him to the spare room. The moment I drop Dylan onto the bed, he drops off completely, and I take another moment to look at his body. I take a longer look at his bulge in the trunks...so clearly defined...so big...so inviting!

I lie him down and wish him a good night. As I step out of the room, I can't help but worry slightly that he'll wake up, or something, and start poking around....after all, Leon is under the bed with Dylan!!

I go to my own room, and get ready for bed. Not long after, I switch off the lamp and settle down. It's been a busy day!

'THUMP'

I wake up with a start - I quickly check the clock - it's 1am! What the hell was that noise?? I get up quickly and quietly, and pad over to the door. Peeking out, I can't see anything.... I creep to the spare room, put my ear to the door and hear Dylan exclaim

What the f....? What the hell is going on here???' his voice is slightly raised

It suddenly hits me - Dylan's found me and my secret... 

The door knob turns and I know Dylan wants one of 2 things 1)a word or 2) to get out. 

Either way, I've got to stop him from either....there's no way he can leave - not now! 



Fun and Games Ch. 03



After I got home of course I jacked off immediately and fell asleep around 4:30 or 5:00 AM. I woke up around 8:30 so horny I could barely stand it. Another masturbation session did nothing to stave off my perpetual state of arousal, and the slippery feeling deep inside me excited me all the more. Secret sex. Forbidden sex. It happened.

After I masturbated yet again Tim and I began texting: 

Me: Just woke up and I'm still horny as hell. Half wishing I had stayed.

Tim: Got called into work for an emergency. I was gone about 15 minutes after you left.

Me: Dude I beat off twice and it won't go away! Wow that was cool.

Tim: Yeah, definitely worth doing. And worth doing again some time.

Me: Like when?

Tim: I don't know. Don't want to push the issue. Whenever you want to I guess.

Me: When do you get back from work?

Tim: Don't know. This system is totally fucked up. Going to be here most of the day.

Me: Don't want to push the issue either but my head is spinning.

Tim: I hear you.

Me: I am up for another round whenever you are.

{few minutes of silence}

Tim: OK, well let me get this thing under control here and let's see what up for tonight if that's OK with you. If not, that's cool.

Me: Tonight is good.

Tim: I'll text you when I'm leaving. I live about 40 minutes from here.

***

Around 4:00 PM I got another text from him saying that he was about to leave and would be home around 5PM. After both of us danced around the subject a little, we agreed to meet at his house around 7PM.

This time was stranger than the first. You would think that it would be the other way around, but it wasn't. For a chick it definitely would be less strange and more comfortable the second time, but doing it with another dude is just odd in and of itself (at least to me it was!) so it had a certain weirdness and awkwardness to it. It was sort of as if I was fooling myself into thinking, "I'm going over to my buddy's house to watch a basketball game" except I knew that wasn't why I was there.

After 5 minutes or so of him telling me about what happened at work I asked him how he felt about what happened so far.

"I think it was great!", he said enthusiastically. "I remember back when I did this for the first time, I mean, had experiences like this for the first time. I guess with you being new to it...it sort of brings that newness back to mind so it's very exciting to me. And it's exciting to be a part of it for you and I am in a way honored that I am your first."

"It's exciting", I said rather emotionlessly. "But I have such a swirl of feelings and emotions going around in my head. I guess the main thing is that even though I don't know you all that well, I feel I can trust you and talk to you."

"Oh, no doubt Jake. You can talk to me about anything. Let's be honest. We've shared physical intimacy and even though it's just for fun, I remember feeling how much risk I had taken that first time. There's no unsucking a cock and there's no unfucking your ass. Once you've done it, you are different because that experience goes with you. It's a fun thing to take with you, but I know I have changed in ways much more profound than in simply a sexual way. But that adventure does come with its own special risk."

"Yeah!" I said, almost experiencing an epiphany. "Risk is the right word. It's very exciting and new and all that, but I feel like I am risking something. I don't feel scared...maybe I am a little scared", I laughed, "but it is hard to explain. It's as if I feel each moment is redefining who I am and that's unsettling. I am even more nervous now than I was the first time. That shouldn't make any sense but that's how I feel."

"I understand completely. When I first had these kinds of experiences, a big part of what I felt I was risking was exposing a secret side of myself to someone. Physically of course you are exposing yourself. Let's face it: performing sexual acts with another man is profoundly different than anything you do with a woman. Even penetrating another man...it's not the same because male and female bodies are different and they react differently and feel different obviously. And performing oral on a guy or having him penetrate you are off the charts different, right? So, yes, of course I understand that's a bit scary.

"At first, I was scared to enjoy it!", he laughed. "My biggest fear centered around how I felt about and defined myself. I remember the day after I had been with a guy for the first time, after masturbating about 10 times I started to calm down and really think about what I had done. I remember thinking to myself, 'oh my god what does this mean? I sucked his cock and I really liked it. He fucked me in the ass and I loved it, I mean I really loved it.' So I spent days trying to figure out how this was going to change me, wondering if people on the street looked at me and thought 'cocksucker!'. I really battled with my own persona and self image.

"So what happened?", I asked.

"A few days later Ron called me back, and we met for a few drinks, and basically we had a conversation very similar to what you and I are having right now."

"What did you do?"

"I went back to his apartment and he fucked me in the ass and I sucked him off!", he laughed.

"Very funny! No, I mean...how did you get through it? What did you think of yourself?"

"I realized that the only opinion that mattered was mine, and the only definition that was acceptable to me is that I am a man who likes to experiment and I'm going to continue to be a man that likes to experiment. I could not change the fact that I liked having sex with that guy and that it was not because I liked him, it was because I liked what we did. I liked the activity, not the person with whom I was doing it. It's a fine line. No matter what he did, no matter how nice or how cool he was, nothing would ever make me want to shop for groceries with him or any other man for that matter."

"Even though it's not a 'boyfriend' situation, I remember at first feeling a connection to Ron because he had a bit of power over me. All those secret desires were no longer secret. I remember feeling that slipping away but being replaced by desires and sensations that were very real and very good. And as far as being nervous the second and third time, what you are saying makes perfect sense and I also experienced something similar."

He paused and continued.

"The first time you do something, you can look back on it and say, 'it was a one-shot deal. I was drunk, I was tired, I was horny' whatever excuse you want to use. When you come back for more and you have all your wits about you in the daylight so to speak, it's no longer a fluke. I have to admit that second and third time were less comfortable than the first time for that very reason. But I also knew that I had to explore it further. It was a strange but wonderful emotional and physical journey. In a sense I pushed myself into having sex with men a few more times because I had to determine the basis for what was motivating me to do it in the first place. I was ready to embrace being bisexual, gay, or straight with all my heart. I just had to figure out which one I was. It turns out I love the physical side of it, but I don't feel an emotional attachment. So I am not sure where that puts me, but I'd call myself straight but adventurous."

"Straight but adventurous. That works", I said.

He continued. "I had to compare how I felt about men and women and see what was fundamentally driving my actions. And when it was all said and done, after 4 or 5 experiences with a guy, I felt more relaxed, more comfortable, and more able to enjoy the sex. I have quite a few gay friends and I see them in their relationships and I am very happy for them. But for me, for now, I like what men have to offer between their legs but that's where it ends. Their head and their hearts are for someone that wants much more than what I can give or accept. Oddly enough, it took having sex with men several times for me to realize that I am not gay. I love the physical experience once in a while, but a relationship with another man is totally different, and it's not for me."

I thought for a minute. "Do you continue to question your orientation?"

"I did for years. On again, off again sex with men was confusing to me and I began to ask myself why I was doing this. I concluded that it is for fun and that's it. I've talked to a few other straight guys who do similar things and they have similar views, although it's like in some ways it's more taboo than being gay. I have found that some people look at me like I'm lying to them or to myself, but I'm not. I'm not afraid of who I am; on the contrary, I am very comfortable with it and very open about it as you see. Maybe some people are intimidated by that level of self confidence. I stopped wondering about it a long time ago actually. All I know is that, in my estimation, as long as everyone knows where they stand I see no harm in it. I would never lead someone, man or woman, into false emotional attachment, so I don't see any reason why I just shouldn't enjoy myself with whomever shares a similar interest...men like you.

"I think being emotionally deceptive has the potential to do much more damage than a physical fling. It's no different than hooking up with some girl that you really don't like all that much but the sex is great, but you can tell she's falling for you. If you're never going to have a relationship with her, a truly emotional relationship, then in my opinion it's wrong to let her think you will. The same applies for men. It's no less wrong to do that to a man and of course I wouldn't. So far, it's been very easy to figure out where everyone stands because I never was involved with a man that was "attracted" to me, as strange as that sounds. It's always been about having a good time and knowing where it ends, and making sure that's clear up front."

"I have found that the years since my first experience haven't diminished the memories. In my case, I can vividly recall what happened with that first time I knelt down and put a penis in my mouth. If I were an artist I could draw you a picture. The most minute details, birth marks, the hair, pink and brown skin, wrinkles, you name it. I can close my eyes and see it."

My stomach sank. I briefly closed my eyes and could certainly do that with Tim's cock at this moment. Picturing myself 25 years down the road and having that image in the front of my mind was almost terrifying!

"We are the product of our experiences, right?"

I nodded in agreement.

"What makes us special is our ability to define ourselves in the terms we find most accurate. If you find that you are bisexual or gay, that's great and you should be happy and comfortable with that. If you find that you can't have a boyfriend and that you could only be emotionally attached to a woman, then that's who you are. If in the next few months you and I get it on a few more times and are cool with it, then that's good for you and it's good for me and everyone's happy. But the most important thing is honesty to yourself. You have to start there."

Tim was very grounded. I felt lucky to have him be my first in this rather scary foray into a new part of my life and I began to feel much better and more relaxed.

"This is a confusing time for me! It's very exciting but I feel like it's that dream where you're naked in a room full of people. I feel very exposed."

"I think that's natural and normal. You're opening yourself up to an entirely new thing. It's not a trivial thing to do and I think any man has to have a lot of courage to do it. I was sort of talked into my first, but you...you took the lead. I think it's great that you were strong and confident the first time. It definitely made me feel good about doing things with you because I felt like you were making the choices and I was going along for the ride, so to speak. Let's just say I definitely don't feel like I pushed you into anything or talked you into it."

"Oh, no, not at all Tim. I was ready for the experience. It was all my doing and I have no regrets." I smiled at the thought.

I thought about it and Tim was right. I was strong and confident. I did take the situation over at his house that first time. I suggested everything and I was gaining that confidence back.

"OK, I feel better!", I said enthusiastically.

"That's good. So what do you want to do? I am good with anything. If you want to hang around, that's great and if you want to go home and push the reset button for a while, I would understand completely."

"I'm ready to do something. I want to stay", I said quietly.

We sort of stared at the walls for a few seconds and I continued.

"I want to do something sexual."

"OK, if you want to do that, then that's fine with me. Whatever you want. But it's like I said, Jake. This time will leave an even deeper mark in your memory because now you're really venturing into this with a clear head. It's not 2:30 AM on a Saturday or a spillover from the night before. You get what I'm saying?"

I nodded and paused. I waited a few seconds, deciding what I should do.

I began to pull down my shorts and my boxers off. I was rock hard. Still standing, I began to stroke my cock and Tim began to undress also. In no time he had his shorts off and both of us were standing, each with his erect penis in hand.

Without saying a word both of us began to masturbate more intensely. I watched as his large sac of testicles bounced and slapped against his body, and he was focused on my hard cock as I pumped it hard and fast. A drop of precome bubbled out of my cock as I squeezed up on my meat. My index finger dipped into the clear liquid and I licked it clean.

Tim had had leaned back against the kitchen counter and I against the sofa as I began to furiously stroke and pump my hard penis. My balls were leaping with every tug as I jacked harder and harder. With so much recent stimulation, combined with the expectation of sex before I even arrived, I didn't last long. Neither did Tim.

I began to moan hard as orgasm took over my body. Thick gouts of semen raced out of me and leapt high into the air as my scream filled the room. My come splashed on the floor and another jet of come was ejected from me as Tim began to pump out impressive, high-flying packets of jizz. I watched in amazement as it jumped almost two feet straight up in the air! Tim's balls scrunched up tight against his body as he continued to expel semen onto the floor and over his hand.

We both stood in the dining room for a few minutes, naked, and it wasn't long before both of us were hard again.

"This time I want to finish you off with my mouth", I said clearly.

"Sounds great", Tim replied.

We walked into the living room and his cock was recovering, now semi-hard, thick and long. I could hardly wait to suck that big cock again as I motioned him toward a swivel chair. He sat back and his cock and balls were at the edge of the chair, allowing his scrotum to swing free. I grabbed a few pillows from the living room and knelt down in front of him. I grabbed his thick stalk and sucked the whole thing right into my mouth all the way down to its wide root.

"I can't believe I'm going to say this but...please don't come in my mouth!", I laughed. "I am such a whore. I guess I'm just a cocksucking whore", I said quietly as a shiver ran through me. Being naked and getting ready to suck his cock was wildly erotic and stimulating to me also. The thought of sucking his penis made me rock hard.

"I'll try to pull out of your mouth before I come", he said.

I impaled my face, jamming his semi-hard penis into my mouth and this time he had the scent of sweat and arousal on him, something I had not noticed as much the first time. It was new and different in one way, but I really love the musky scent of a woman's pussy and this was oddly similar.

As he hardened in my mouth I slipped off and I began to slowly jerk him. I looked up at him and said, "I want to do what you did for me. Explain to me what you did. It was amazing."

"Start out slow. Nice slow, long strokes. If you do what I did, I am warning you, you will get some come in your mouth."

Yuk! I thought. "Not again!" I laughed. "I'll deal with it if it's not that much I guess."

"When I get fully hard, let my cock slide over the palm of your hand as it goes into your mouth. As it gets wetter, use your palm to push it toward your lips and suck the head and just an inch or two deep. When I get close, use your palm to slip it into and out of your mouth. When I come, turn your head to the side and push harder so that the head slips really hard into and out of your mouth."

"Easier said than done I imagine", I said.

"You're doing a great job. That feels really, really good."

I was an eager student and did exactly what Tim said. As his cock hardened, blobs of shiny precum oozed out of the slit. Its salty taste encouraged me to keep going, to arouse that long, hard penis with my mouth. I wanted to do this right, I thought to myself. I wanted to be good at it. With my other hand I took more care in playing with his testicles, the skin bag loosening up as he got super hard. I was taking my time and licking from his sac all the way up to the tip of his big dick. I was more relaxed than before and with my eyes closed I was enjoying myself, letting his thick tool slide into my mouth, caressing and lifting his big, hairy bag of balls. He was moaning loud and I was enjoying the blatant sex act of sucking his dick.

"You can slide a finger in if you want to", he muttered. The lube container was nearby and I used my ball-handling hand to slip a finger into his tight ass as my mouth slid down his hard, thick cock. He groaned deeply and it was exciting to make him so aroused! I love being good at things and I was getting very good at fellating my new friend. His hard cock bulged at the entrance of my throat and instinctively I gagged. Then I pulled it out, licked it more and slid it back down to that same point and suppressed the reflex. The head popped through an inch or so and his penis was sliding down my throat. The angle was very different than when we fellated each other on the bed; it allowed me much more freedom to arouse, lick, suck and fondle his cock and thick scrotum bag.

When I had his cock deep in my throat the slightest movement by either of us made it feel really weird. I could feel it pushing against my windpipe and I was breathing through my nose and moving up and down on his cock just a little, but keeping it deep in my throat. With each stroke his tool moved deeper, sliding my mouth further and further until my upper lip made contact with his pubic hair and my lower lip bumped up against his balls. I sort of pinned myself in that position for a few seconds and I felt like a genuine whore. I was deep throating a big, hard, thick cock and looking straight ahead all I could see was his abdomen and a shock of wiry pubic hair. He was moaning loud and I made a mental note to ensure that the next time he did this I wanted him to say dirty things to me while I was sucking his dick.

This was a lot of fun. By the sound of it, he wasn't going to last much longer so it was time to pull his rod out of my mouth and get him to shoot. I could hardly wait to witness a monster come shot up close and personal. As his cock slid out of my throat past the gag point it felt really weird but I was relieved to have it out of my throat. He groaned even more loudly as the wet, thick head slid out of the tight grip of my lips. I made sure the exit from my mouth was extra slow and under a great deal of suction and pressure, positioning my tongue on the underside of his penis. This was a lot of pointed stimulation and ratcheted up his acceleration toward orgasm.




Fun and Games Ch. 03



I began to work his slippery, spongy head with my mouth. As his body stiffened, I knew I was about to get blasted with a load of come. I continued sucking his cockhead into and out of my mouth and it became obvious he was about to pop, so I extended my tongue and began to massage and lick the underside of his bulbous head, letting it slip and slide around, rapidly entering and exiting my mouth again and again.

Tim erupted. As he started to come the first shot was like a rocket and seconds later he was practically screaming. By sheer luck, my mouth happened to be off his cock head at that moment the first shot ejaculated and his semen left a wide rope trail as it shot diagonally across my neck. The next bolt went right into my mouth as I continued sucking and massaging his balls. I spit it back out like he did, "come-pumping" across my lips and down my chin. His glans pumped out load after load as thick dribbles of semen leaked into my mouth and were quickly recycled as lubricant. The taste was quite terrible but I continued to suck him off as he spasmed a few more times and come trickled and flowed out of his stiff cock. I assumed that, like me, this moment was one of super-sensitivity for Tim, so I backed off, holding his dick in my hand, jerking it lightly while avoiding stimulating his cock head. I could feel the come chilling on my lips and chin. I glanced over my left shoulder and saw a narrow mirror on the wall. Someone was jerking a hard but softening cock with a thick set of hairy, dangling balls. Someone had come splattered on their face, neck, lips and hair. Someone's face was inches away from the purplish head of a penis. Someone was a cheap, cocksucking whore, and someone managed a wicked smile at the thought.

As I continued to ease him down from his climax, I thought to myself that I had genuinely enjoyed giving him head. It's hard to say that because it sounds so sissy, but the truth is that I knew I was capable of doing it again and I probably would. Unsurprisingly, the taste of Tim's come was awful. Up to that point I had tried numerous times to taste my own semen in a few different ways, but even in my most aroused states it wasn't enough for me to enjoy it. However, I liked the feeling of warm semen splashing into my mouth from Tim's penis. I think it was simply the link to another human, and in some ways was very similar to eating pussy. I am sure there are those that would categorically disagree, but they are two sides of the same coin, i.e, pleasing another person with your mouth. To most, that is where the similarities end, but to me...having done both I can see that they are not as different as I once would have thought.

I also made a mental note that next time I'd position myself and a mirror so I could enjoy the whole show, especially the money shot and ensuing cocksucker video replete with come dripping from my mouth and huge blobs of come sliding off my chin.

"I hope you liked it", I said sort of quietly.

"It was great. It really was great", Tim said. "I was going to pull out of..."

"No, it's OK", I said. "I wanted to do it like this."

I let go of his cock and stood up.

"I need some mouthwash!", I said laughing, as a blob of come slipped from my chin and landed on the chest of my shirt. I was still fully clothed and tiny blobs of semen were scattered across my shirt, in my hair, on my face and on my eyebrows. In the bathroom mirror I saw a true cocksucker, a cheap whore. I kind of laughed to myself how crazy it all was.

"There's some Scope on the bathroom shelf. That was really great! You may be a natural!"

From the bathroom I replied, "Wow, just what I want to hear. I'm a natural born cocksucker", I said mockingly. I got cleaned up and returned.

Tim said, "You can have me any way you want", he said. "If you do my ass you will have to be gentle."

"Why don't I just sit down in the chair and we'll see what happens."

Tim went to work and my cock disappeared into his mouth while he gently massaged and worked my balls. He alternated between scrunching up the skin of my testicles and pinning my balls toward my body and licking the skin, then releasing it and sucking the sac into his mouth gently, but using his teeth a little to rough up the skin. He lolled a ball in, out, the other in, out, all the while slowly stroking and tugging on my penis. He dipped his finger into the pre-cum and smeared the shiny liquid on the underside of the tip of my cock. It felt great and left me wondering and waiting what he was going to do next since every action seemed an escalation of the one previous.

He then surprised me by easing me back in the chair, licking my balls as before but then aiming and pitching his head down lower. He eased my legs apart and the very tip of his tongue found my asshole. I spread my legs wider to give him access as he continued to jerk my rock hard cock. His tongue found my ring and he lapped at it and made the tip of his tongue hard, darting at my tight, slightly raw, anal ring.

"Oh, my god that is amazing", I said in a dull, listless voice. It seemed all my mental energy was being sapped out of my brain to supply my cock and genitals with all the sensitivity they required as Tim worked his oral magic.

He continued to perform a multitude of actions, a cloud of sucking, licking, and gently probing my rod, balls and ass. Finger, tongue, lips, and nose found my thick tool, sensitive balls, and asshole. Natural and artificial lubricants mingled, making my body parts, including my steel cock and fat sack of balls, slick and slimy. Tim's actions morphed from gentle attention to a flurry of amorphous and combined stimulation; closing my eyes I couldn't tell if it was lips, fingers, or tongue arousing and stimulating my body.

"That feels great", I managed between hard breathing. I felt dumb as a stone and hard as a rock.

Without releasing my cock from his hand, his head moved back toward the head of my cock. With tightly pursed lips he fucked my cock with his mouth and sucked "white knuckle" hard. My head was super sentitive and the pressure from his lips and tongue stimulated me quickly and accurately. In a deft move one of Tim's thick digits found its way up my ass and began to press on my prostate. I loved it and screamed in approval.

"Uuuuuggg, uuuuugggg, uuuuuuggg, uuuuugggg!", he moaned loud as the tip of my cock choked down his throat, pushing on his gag line. I remained motionless as he went for the whole pole and I wanted to make sure he didn't gag. He glanced up at me and then closed his eyes and widened his throat. Slowly his lips slid down my cock until the head knocked at the door and made him gag a little. He pulled my dick out of his mouth, licked it to lube it more, and then let it reach that point gag point again. With eyes closed, he relaxed and my penis inched into his mouth. We matched groans as inch after inch slipped out of sight and deep into his mouth. Once he bottomed it out he opened his mouth and used his wide, rough tongue to lick my balls. He has a big nose and it was poking me in the abdomen as he slowly moved back and forth just an inch or so, his tongue rubbing the underside of my hard cock.

I whispered, "You are so good at this". He looked up at me, his mouth filled with cock, his upper lip pressed tight against my abdomen, his lower lip near my soft, low slung testicles. I held his head gently between my hands. "Blink once if you feel like a cheap cocksucking whore."

With my penis still lodged deep in his body, he blinked. "Yeah, that's what I thought", I muttered, our eyes locked together. "Blink once if you want me to come right down your throat." Again, he blinked hard.

"Blink once if you want me to ease my cock back and forth a little in your throat." He groaned and shook his head quickly. I guess he was afraid he'd gag if I did it, so immediately he began to move up and down ever so slightly. "Yes, that is a very, very good technique", I said. "You are an excellent fellatrix and you are going to make me ejaculate", I said very quietly. "I am going to come right down your throat." With his eyes still closed, he tightened his grip on my cock with his lips and that was as much as I could take. His finger wiggling away in my bottom felt incredible and unlocked my orgasm.

He could feel me tensing and building and then I experienced another new sensation, getting deep throated and coming right down someone's throat. While I was coming he moved ever so slightly, generating a little friction on the head of my cock as I orgasmed. He pushed against my prostate while massaging my testicles and sucking my cock. The combination was staggering. I'm sure I said some dirty, suggestive things but I honestly don't remember because I practically blacked out. What I do remember is that the first volley of semen wrenched out of my glans was so powerful I swear I almost felt my cock recoil even though it was firmly planted down Tim's throat.

He coaxed my balls the whole way up to the climax and all the way back down as I unloaded a healthy dose of semen right into his stomach. There wasn't any swallowing involved since I was lodged so deep in his throat. When he finally pulled off my cock and it slipped out of his mouth, his eyes were watering and his mouth was empty.

"That's one way to avoid getting come in your mouth!" he laughed. "But I like your come so I'm going to get a little taste." He grabbed my dick and squeezed it upward like a toothpaste tube, an effort that yielded a small dollop of come. He angled my penis toward his mouth and his tongue swiped up the large drop of whitish fluid. 

I kind of just sat there, naked, cock still pretty hard and not eager to leave.



Fun and Games Ch. 04



We both got dressed and went out into the living room and he put on a movie called Trainspotting which is actually a cool flick. I relaxed on one of the chairs and we both started to watch it. About halfway through the movie, he just blurted out, "So do you want to fuck each other in the ass tonight or are we done?"

I scooted my ass around on the chair as if I was sizing up the pain I was going to be in.

I said, "Ummm...yeah, sure! But I don't know how gentle I can be. Once I get going I'm going to fuck you pretty hard. And when you grabbed my cheeks and pile drove me, it felt good at the time, but wow did it hurt later! This time I want to ride you backwards with my back to you. And call me some names, will ya!"

We both kind of laughed and in a relaxed manner we rubbered up and lubed up and in no time my asshole had a death grip on his thick tool. Now that I knew what to expect it was much more fun! We moved around on the couch and floor until I had a easy time balancing myself as I let him nearly bottom out deep within my body. The extra-thick base of his rod stretched me out something fierce, although he usually kept about an inch of his penis out of my body. Because I was still an anal novice, I was just sort of bobbing an inch or so above the root to keep my anus from being stretched too hard. It felt great to have his cock deep in my body but I knew when he started to come it was going to hurt like hell! He was going to shred my ass for a few seconds, but I knew I could take it. I knew full well I was going to get stretched like a rubber band when the thick base of his dick straining my delicate and inexperienced opening.

"Oh, you are getting so good at taking my cock up your ass", he said softly. "Your ass is so tight."

"I have only had one cock in my ass", I replied glancing back with a sultry and deferential look.

"Yep, my cock", he said as he pulled all the way out and challenged my anus with the head. "One cock in your ass" he repeated as he popped it back inside me.

"It's so fucking thick. I love it. I am becoming your anal whore" I said quietly, facing downward.

"Well, let's figure out if you really are an anal whore", he said, panting, as he continued to slide his tool inside my body. "I'll ask you some questions and you answer them as honestly as you can."

He withdrew his stiff cock all the way out of my ass and pushed the fat, bulbous head against my asshole. "Question number one...Do you want my cock back in your ass?"

"Yes", I said, looking backwards. He re-lubed and slid his cock past my anus and it popped inside, stretching my hole nice and wide, warm and tight. After he penetrated my body with the head, he slid his penis deep inside me and began to move faster. It started to burn, but despite that it felt pretty good. I had the unmistakable sense that the first time we hooked up, he had anal sex with me. This time, I suspected I was about to get fucked in the ass. There is a big difference!

"Question number two...Do you like thick cocks up your ass?"

"Yes, I love your thick cock up my ass", I said facing away from him. He was picking up the pace.

"Question number three...Do you like to hear a guy grunt and groan as he comes deep in your asshole?"

"Yes I love it", I muttered. "I love to hear you scream as you come in my ass."

He lubed up again and began sliding much faster inside me. He was avoiding going that final, extra deep, ass-stretching inch, waiting instead to yawn me open at that final moment of ecstasy. As he put his hands on my hips I knew that special moment was about to arrive.

"Based on your answers, assuming you answered truthfully", he practicaly gasped, "you are an anal, cock loving, ass fucking whore! You're an anal whore!" He began to scream again and again.

"Yes, I am a cock loving anal whore!" I screamed, looking back at him. "Pound my ass with your thick cock! Stretch me with your dick! Work me over with that big dick fast and hard! I want to feel those nuts banging mine!"

"Oh, god I'm close!" he screamed. "I'm going to lose it!"

I glanced over my shoulder and hissed, "Come in my ass! I want to feel you swell up and dump that come in your rubber. Fuck my asshole! Fuck me deep and hard, dammit, fuck my tight virgin ass."

It took all I could do but I eased down until the base of his rod puffed out my hole wide as can be. It felt like someone took four fingers and plunged them deep in my asshole, stretching me wide open. Combined with the earlier anal I'd endured, I was raw, raw, raw! I felt so cheap! I could definitely feel the burn and I knew that the red, chafed feeling the next day was going to be terrible and I screamed in agony.

This orgasm was virtually a carbon copy of his first, replete with him grabbing my waist, skewering me for a few seconds as he wrenched another orgasm into the safety of his condom.

"I'm coming! I'm coming! I'm fucking your ass you fucking anal whore!"

"Yeah that's right!", I said as I dropped down hard on his cock. This time it was me that drove his penis deep beyond those tight, unwilling rectal muscles. I felt his prick fill and spread my bung hole wide and screamed "Fuck my asshole! You're the only one that's ever fucked me deep in my ass!!" I yelled at the top of my lungs, not caring if his neighbors were within earshot.

I can only imagine what he was seeing, and how my distended asshole must have looked with his thick cock rammed up my butt. From his perspective it must have been very exciting because based on his grunts and screams it was quite pleasurable.

As he came he bucked in and out just a fraction of an inch stretching me tight as a drum. This time, painful as it was, I powered my body downward against him and repeatedly pile drove his cock into my body. Pain was just another sensation, adding to the insanity, pleasure, excitement, and confusion of what I was doing.

However, because I was riding him with my back to him the angle was different than the other direction and I liked it a little more. It went in deeper but was more comfortable because of the slight outward arc of his penis.

He finished with me and his thick clock slipped out of my ass and we separated. I was stinging a little but surprisingly not as much as the first time despite the fact that I got fucked much harder this time than last.

"Wow, your asshole's tight!", he said loudly amid heavy breathing. "Look at my condom, there's a double shot of come in there. If you had that much hosed up inside you, you'd be dripping for an hour."

"No chance of that", I smiled. "I'm loving the safe sex thing. It's fun to get fucked in the ass but it's great to know that it's being done safely. I am super-fucking-paranoid about AIDS."

"Dude I don't have AIDS. I am clean."

"Yeah, but I can tell you there's no way I'd do anal without a rubber. Just wouldn't happen. I can't believe I am talking about getting fucked in the ass with a condom on a cock! What am I doing!", I laughed.

"Having a great time!", Tim responded. "Give me a minute to catch my breath and figure out what position I need to be in. I'll get us a few drinks and I'll be back."

I was rock hard. We both drank a glass of water and then I told him to get on his knees. I stood up and lowered my balls onto his face. He responded by rolling them around and licked at my balls and near my ass. I sat down in a chair and spread my legs wide and he moved in. I held on to my cock and pushed it at his lips and ran the head around his face. "Suck my cock", I demanded. Tim did his thing and it was again incredibly good. He licked and sucked at my bag and massaged my balls as he sucked down my thick tool right into his throat.

"Mmmm, not yet. Easy. Pull off. I want to fuck your asshole" I said.

I was lubed and ready to go and he got down in a scissor position. My cock popped right into his asshole and slid deep inside. He moaned loudly as I bottomed out.

"Yeah, you like that fat cock up your ass don't you?" I teased. "Your asshole sore? Are you a little sore from getting fucked in the ass before?"

"Yes. It hurts a little, but it's OK. Just don't fuck me too hard, OK?" he said in a low, husky tone.

"Not any harder than you fucked me."

He turned his head and looked back at me.

"Your thick rod split my asshole open and now I'm going to slow fuck you deep."

I was liking this! Poor Tim. He definitely got the short end of the stick by getting the long end of the clock...fucked in the ass that is. I held back for the better part of half an hour up inside him earlier. Changing positions sure didn't make my cock any thinner, and it certainly didn't stop me from popping my cock out and plunging it right past his tight ring repeatedly. How could I resist? It felt great!

"I can still feel the slippery sting of your big cock in my ass", I said.

"I didn't mean to fuck you too hard or hurt you", he said. "Next time I'll be..."

"Next time you will not get near my ass", I interrupted, "because you're going to spend the entire night on your knees or with your asshole up in the air."

"That would be OK with me", he said. "Whatever you want to do is fine."

"I'm going to bang your balls with mine. My big nuts are going to swing like a bell knocker. Every time you feel my balls slam into yours, that's my cock going all the way up your tight ass."

"Yeah, fuck that's awesome!", he said. "Use me like a whore", he said.

"What was that?" I said, making him repeat himself.

"A whore. I want to be fucked like a whore."

I obliged Good Sir Tim and began to slip and slide into his body with ease. I was not saying much, but groaning quite a bit, especially as I popped out and back in again past his tight fleshy ring. It was like getting a mini-blowjob over and over. I motioned him onto his right side, then his left side, then flipped him over, and back again.

"Yep", I panted, "you're a whore all right. You've been taking my cock inside you for a good long time. Your ass is still tight, though. You're a nice tight-assed cock whore. I am so glad you love a big dick up your ass."

"Feels good but it stings a little", he said, wincing.

As I continued my anal assault I said sarcastically, "I could pull out".

"No, no, don't pull out", he muttered. "Stay in til you come. Go ahead and come in my ass."

"If you insist!", I nearly yelled as I pile drove his ass into next week. He howled as my tool ravaged his ass raw. I was beginning to understand what Tim really wanted. Tim liked to act like he was reluctant to submit but in reality he wanted to get it hard and fast and he actually liked a little pain to cap it off. I certainly helped him out. I took a break to get more lube and slathered some more on his swollen anus.

"I don't know how much more of this I can take", he said solemnly.

"I do", I said. "I am going to come in your asshole. That's when we're finished." I slipped up inside him again, hammering him hard, fast, and deep. It felt great although he was finally loosening up from the anal sex he'd endured lately. I was sliding in slow, deep strokes and it felt great for me but Tim had maxed out. The poor guy hit the wall and we had to stop.

"No joke, dude, I have to ask you to get out of me. It hurts!"

I'm not into pain, so I slipped my hard cock out of his ass. I took off the rubber and cleaned my cock off and when I returned he was stroking himself, hard and thick.

We sat down on the floor across from each other and began to wank. My ball sac was soft and fluid and his was also. The thick hair at the base of my cock was still smudged with slippery lubricant, matting down my pubic hair. His cock was thick and straining, a long vein pulsing down its right side.

As he stroked he leaned back a little so his thick, hairy balls slowly rose up and down. My cock was so hard it hurt and I knew this wasn't going to last long.

I erupted. Watery jets of semen sprayed across my stomach and chest. Tim followed almost immediately, his thick tool bubbling semen as his huge ball sac tightened and loosened again and again. Both of us relaxed for a few minutes covered in our own semen, the bleachy scent of come wafting through the room.

"Wow that felt great", I said, leaning against a chair. I was becoming more comfortable being nude in front of Tim and he was comfortable as well. His cock was still puffy and very slowly losing erection. He was leaning back enough for me to see that his asshole truly was fucked red and raw. My cock stayed hard even after I jizzed, which is typical for me.

"I'm spent", he said.

"I am too. I think I'm going to go." I got my stuff together, got dressed and started toward the door.

We talked for a little while before I left. I mentioned that I was getting aroused again just standing there. I thanked him for the good time and spelled out some of the things that brought a special brand of pleasure.

"I just love it", I said, "when you suck my cock down your throat. I swear I must have dumped a few ounces of come right into your stomach. That was amazing. And when you licked my asshole, that felt really, really good."

He had a few encouraging words of his own, and thanked me for giving him head. "Your ass is so tight, I just can't get over it", he said. "I love to pound you in the ass. I love shoving my thick cock right up your ass until the base stretches you. It feels so good I can hardly stand it. I look forward to that last inch of my cock in your ass because it's so tight."

"No doubt it must feel good", I said. "You screamed like you got shot." I gripped my bottom and said, "and I can definitely tell that I had your long, thick cock up my ass! It feels so fucking weird right now! It burns, but it's like there's space in there or something. It's just silly. I admit I love getting it up the ass." I sort of snickered. "It feels, I don't know, like submissive I guess. Getting plowed...it just feels so different. It feels good. And I love all those positions. It was so deep! It felt really good even when you went inside me really fast. Just when you go all the way in, that's when it hurts like hell because your base is so thick. But it only hurts for a short while."

"Maybe you'll get used to it", he smiled.

"Do you want me to get used to it?" I asked.

"Definitely. I could do you every day."

"Well, think it over. It's your turn to set up the next hook-up. I texted you for this one."

"Fair enough. When I'm ready to get together again I'll send you a message."

I walked out to my car and threw my phone on the seat. As I was pulling out of the driveway I heard my phone message indicator and a text popped up. "How about tomorrow?" I replied, "Yep. My place this time. Be prepared to have me fuck your ass mercilessly with my hard cock!"

"Right back at you. Sounds like a plan" was the reply.

***

In the morning I jacked off in front of the mirror before work which was enough to get me to the office. After an hour and a half, I had to unload again. Sensory overload was setting in. That was of course a good thing and very fun, but masturbating left me wondering what was going on with me and what I was really doing. It certainly made me question my sexuality. It was no longer a drunken fling; in sober moments I planned my actions and in sober moments I had executed them. I looked forward to having his big dick in my mouth and up my ass. I was anxious to fuck his asshole and have him suck me dry. The amplitude of the sexual arousal and sheer desire I had was equal to, possibly even in excess of, what I had ever felt for a woman. I wasn't sure if it was something that I needed to reflect on more or just keep doing it because it felt good. In yet another sober moment I chose the latter.

The next evening Tim came over at 7:00.

In a few minutes both of us were naked and back in the bedroom. Now there was a comfort level for both of us that was absent the first few times we were together. It was not awkward to undress and get hard in front of him, and I could tell that he was glad to be there, aroused and nude. I mentioned how much I loved 69-ing and he chimed in that he loved it also, so we got started. This time we slowed it down considerably and I paid more attention to the sounds and scents in the room. The sound of both cocks getting sucked at the same time was very exciting. That sticky flesh sound, popping and cracking in the air was combined with constant oral stimulation from both of us. We both took our time sucking away, playing with long cocks and thick, hairy sets of balls and the sensations were fantastic. Tim licked my cock hard from base to tip and wiggled a thick finger or two into my ass. His well-lubed digits explored me slowly, all the way to the third knuckle. I could hear his lips and tongue working my cock and it inspired me to work ever harder on his tool.

From our sideways position I got a great view of his penis and once again noticed its thick base. It flared out even more than I had noticed before and this explained the stretched-out pain in my ass. It was exciting to think that yesterday this thing had busted through my asshole and gone all the way deep inside me. I enjoyed holding it in my hand and feeling it thick and warm and ready for action.

"I can hardly believe you had this so deep inside me yesterday", I said between cock slurps. "The base of your penis is so thick" I said as I licked it half way around. I vacuumed some of the skin on his penis into my mouth and lolled it around on my tongue, eliciting an exciting moan.

"It was an incredibly good experience", he said. "I loved being inside you. So tight and new. It was awesome."

"I'd love to do it again", I said quietly. "I'd love to have you slowly penetrate me deep, so deep", I whispered, again, between of sucking and licking his thick, hard shaft.

I licked up and down his rod slowly and rolled his balls through my hand and took my time sucking him as his salty ooze was flowing freely. I tried to take him all the way down to the root but I gagged with about an inch or two of his tool beyond my lips. I pulled back a little, and then ran it back and forth in my mouth. It was no longer a new feeling having a warm cock in my mouth and I was getting used to it. I liked it.

Two of my fingers found their way inside him as I continued to suck his cock. Each of us now had a mouthful of cock and two fingers jammed inside our bottom, probing and stimulating in synchronicity. Both of us, even in this short time since our first tryst, were rapidly becoming better at stimulating each other.

He started to tense up and I pulled off and let him calm down again, gently jacking his thick penis.

"Let's come together like this", Tim suggested. "Let's try to come at the same time".

I let his thick cock slip out of my mouth long enough to reply. "Great idea".

I could feel my fingers dancing on the magic walnut deep in his body, and he had found mine and was stimulating me in a fantastic manner. It was almost as if his mouth and fingers were squeezing the come right out of me. Between the slurping cocksucking sounds and the prostate stimulation, the ascent to climax for both of us was brief and intense and only slightly out of synch. As my cock exploded in his mouth I could feel the heat of my semen washing over my penis and within a few seconds Tim's rod began to trickle, flow, then jet his warm semen into my mouth. I was coming hard, my attention divided between giving and receiving head, as his cock continued to unload in my mouth. Tim had pulled my cock out of his mouth and was licking the head as it continued to orgasm. He was groaning loudly and lapping up semen as it flew out of my cock all over his lips and tongue. My fingers dug deep inside him, milking out the last of his come as he wretched hard at the stimulation.

Within a few seconds it was all over, and both of us relaxed on the floor. It was as intense an orgasm as I could remember and my face was spattered with semen and I could taste his come in my mouth. I had swallowed some more or less as a matter of survival as my mouth had been impaled. I had to swallow to breathe, so I had eaten some of his semen. Tim, on the other hand, really enjoyed eating my come and very little escaped his mouth. He was a come-swilling cocksucker, an admitted lover of semen.




Fun and Games Ch. 04



*** 

After we calmed down Tim said we'd have to wait a few days until he felt like doing anything crazy again. I didn't need to ask him what he meant.

"I'm a little sore myself", I said. "But I am going to feel better tomorrow or the next day for sure. I'd love to have you inside me again."

"Yeah, it felt great", he said. "I'm sorry if I hammered inside you too hard. When I pop sometimes I lose my head and am not thinking."

"No, it was cool", I said. "I wanted you to have a good orgasm because I knew I was going to give it to you. All the positions we were in were great. The sensations were so different."

"I love getting it while I'm on my back. Just getting it nice and smooth and hard like that...it can be a lot of fun. Sometimes I actually pop from it because it pushes on my prostate and that just sends me over the edge."

"Yeah", I agreed. "It was only for a minute or so, but when you were on your back and I was giving it to you, I was watching your cock. That was really cool. You were so hard. I wanted to just reach down and jack you off but I was concentrating on pounding your asshole."

"Yeah, you did some pounding dude. No doubt about that. I'm feeling it now, too."

"Sorry if I went too hard but you were asking me to", I said.

"No, it's OK. I wanted it. I mean, I asked you to do it. I asked you to fuck me hard."

"You are the best cocksucker I have ever had in my life."

"I love doing it", Tim said. "It feels so good to suck cock. And I love come so it's easy for me to just suck right on through and let you come right in my mouth, taste it, swallow it. I love the feeling, the taste, the smell...all of it. It's very exciting and I enjoy it."

I was getting excited again and so was he.

"Yeah but the way you let it pump in and out of your mouth is incredible!", I said. "I felt like my entire body was a cock!"

"I learned it from another guy, actually", he said. "The dude is really great at sucking cock. We only fucked each other a few times but when we got together, we always, always, always gave each other head. I learned a lot from him."

"You've obviously perfected your technique. I'd like to thank that guy."

"You met him at the show. It was Ron. Maybe you can thank him yourself. He loves to suck cock. I'm an apprentice compared to him."

"Well if you are the apprentice, I would love to meet the master! Would you care if we, you know, got together some time? Like, all of us together?"

"Definitely! We can all get together or I can introduce you to him and whatever happens, happens. Like I said, I am not interested in a boyfriend and neither is Ron. Other than this stuff we do occasionally he's straight. He just hangs out with the bi and gay guys some times to have some fun. They all know where he stands. Me, too, for that matter."

"So what does he, you know, look like?", I laughed. Tim knew exactly what I meant.

"He's a big guy."

"Like how big?"

"Well let's just say it's a challenge no matter where we go. We've hooked up quite a few times and I can take him up my ass but it takes a lot of patience and a lot of lube. He's really wide and really long. At first it hurts like hell but after a few minutes, wow it feels great. And he's not a madman about it either, so that's cool."

"Do you want to see if he's around in the next couple days?"

"I'll set something up."

***



Fun and Games Ch. 05



Two days later Ron and I ended up at Tim's house. Ron and Tim knew each other pretty well which made it comfortable to be there, and they were both glad I was there. Ron is forward and immediately started talking about what we were going to do.

"So what do we have on the agenda?", he said. "Tim tells me you are new to this...or should I say 'were' new to it until very recently!"

"Yeah, it's been...interesting so far", I said. "We hooked up a couple times and he said you were cool with stuff, too, so I suggested we see what's up for all 3 of us."

"I love to suck and I love to fuck and I'll take it up the ass but it's not my favorite thing. Once I suck off a guy he's actually not all that anxious to fuck me anyway, right Tim?" Ron said smiling.

"You are the master", said Tim flatly. "No doubt about it."

"I know what Tim likes", Ron said. "How about you? Anything off limits?"

"It depends", I said. "I don't want to end up in the emergency room."

"Never happen with me around, dude. No worries there. All about fun and pleasure. As soon as someone says they've had enough, it's over. We're into fun and good times."

Ron's words were reassuring and appeared to be genuine. Tim, Ron, and I were on the same page: have fun safely and no one gets hurt. I was twitching with excitement! I had fucked two girls before at the same time but this, especially after such a short period of time being exposed to gay sex, was incredibly exciting. Already my mind was racing with scenarios where I was sucking and getting fucked at the same time, getting head and sucking someone, fucking someone in the ass and sucking. I was mentally overloading and my cock was already fully puffed, hard, and straining against my pants.

Ron stood up and suggested we get to know each other better, which meant stripping down. He was a funny guy and this was going to be a good time, I could tell. When he pulled his shorts down and stood up, his cock was still soft but it was obviously pretty good size. It didn't appear to be a whole hell of a lot bigger than mine, but it was still soft.

I was already hard and so was Tim, so Ron suggested he suck both of our cocks first and that would get him excited. Ron sat down on the couch and Tim and I stood up next to each other facing him. He went to town and wow...he was great! I had to be careful because I didn't want to pop too fast. Ron zipped back and forth between Tim and me, but after a few minutes I pulled back and let him focus more on Tim.

That night I would experience yet another new sexual vista: watching a man suck another man's cock.

Tim was rock hard and he was standing close to me while Ron remained seated on the sofa. Ron took Tim all the way to the root repeatedly and with amazing skill. His eyes were closed and he was moaning as he sucked Tim's cock with expert efficiency. Tim was obviously very excited and Ron was simply too good for him to hold off, and within a few more seconds Tim began to scream. I imagined Tim's semen pelting the back of Ron's throat, coating his mouth as he continued to suck Tim's hard penis until his orgasm subsided. An my imagination had to suffice because Tim's orgasm was neatly contained in Ron's mouth.

When Ron stood up, I had to do a double-take. His penis had almost doubled in length and thickened substantially. He had now by far the biggest tool in the room. I would guess it was about 8 inches long, maybe a little more. It was definitely thicker than mine and maybe even a little thicker than Tim's but not to the point where I was afraid to take him up the ass. I thought secretly maybe I could get Tim to do me for a few minutes to loosen me up then I could try to squeeze that fat prick up my butt. It certainly was an exciting thought but Tim had just popped so Ron and I were on our own.

*** There was no way Ron could suck my cock any more because that would surely mean the end of the evening for me. So I suggested Ron sit down and I would suck his dick for a while. Of course..no objection there and I got to work. His pre-come flowed like a fountain. All I had to do was suck a little, work his skin and a pool of clear liquid was availble to taste. His cock was straighter than Tim's and I found that after a few minutes I could actually deep throat him. He was groaning and moaning and was really getting into it. I pulled off and his cock slipped out of my mouth and nearly slapped me in the face. As Ron's cock pulled away from my face his attention was being drawn elsewhere.

"Sorry, guy, but it looks like I got a date with another orifice!", he laughed as he looked to his right.

Tim had become excited again and was on the floor on all fours, brazenly presenting his back side to us.

"Ron, I want you first, but please...slow, slow, slow!", he said firmly. "Please go super slow and lube up a lot." Ron moved toward him.

Ron donned a condom and lubed up his giant cock and Tim's tight asshole. Ron first used a lone digit to work the lube, then two fingers made their way inside Tim. It was obvious how much experience they both had with each other as Ron got behind Tim and slowly perched his cock head at Tim's entrance. Tim slid back ever so slightly and then Poof! The head of Ron's cock disappeared. Ron didn't push; Tim was inching his way back and beginning to moan really loud. About halfway down Ron's shaft Tim became a very vocal and dirty-mouthed man.

"Fucking thing is so fucking BIG!", Tim yelled, hissing, looking over his shoulder, then craning down to look between his legs.

"Dude, you have a thick tool halfway up your ass", I said. "Seems like you're digging it."

Tim glared at me and said, "Fucking right I dig it. Pull out. More lube Ron."

Ron withdrew his thick rod out of Tim's body and doused it with lube. He took aim and again Tim took over. Tim arched his back and essentially fucked himself with Ron's hard cock, powering down the entire rod all the way to the root, screaming all the while. It was amazing to watch Tim's asshole gobble up such a big dick in one move. Tim became motionless with Ron's penis embedded deep in his body.

"Get over here", Tim muttered to me. I knelt down on one leg and rubbed my hard tool over his lips, instantly slickening them and shining them up with my precome. Ron began a slow steady ass-fuck as Tim grabbed my cock and licked my bulbous head.

"Fucking slow, Ron. It feels like it's coming up through my stomach. Do that thing with the head to loosen me up a little."

Ron pulled his penis out of Tim's body then teased Tim's anus several times, barely dipping in and pulling out. Tim closed his eyes in absolute pleasure and began to suck hard on my cock. I had to be careful because I wasn't sure what I wanted to do yet. The thought crossed my mind that getting slowly impaled and stuffed with Ron's big bone could be a lot of fun!

Ron was giving Tim the business nice and slow and my cock had slipped out of his mouth. Poor Tim just couldn't focus that much attention on me when he was getting widened by Ron's sizeable tool. This was ideal actually because at the rate I was going, I surely would have coated Tim's face with semen in mere minutes.

Tim's ass was simply too tight and too nice for Ron; he couldn't hold back any longer and began to yell and swell as his penis spat come into the confines of his rubber. Tim wailed as Ron's orgasm gripped his body. Ron was less gentle in those waning seconds than he had been up to that time and was no doubt thicker and stiffer than ever. Ron banged into Tim's ass as hard as he could, slamming his thick prick deep inside Tim's body. Ron eventually pulled out, leaving Tim's lube-slick ass gaping open for a few seconds.

"That was awesome", said Tim. "God I love your big dick up my ass."

Ron kind of snickered then made his way to the bathroom to clean up. With both of the two more experienced guys having an orgasm under their belt, they wanted to take a break for a few minutes and recharge. That was fine with me because it gave me a few minutes to calm down and delay the fun.

We sat around talking for a few minutes then I said, very matter-of-factly, that I'd like to get fucked in the ass by Tim while I suck Ron's cock, then I'd like them to switch and have Ron finish up in my ass while Tim finishes in my mouth.

"Tim you'll have to clean off before I suck your cock after you've been inside me, OK?" I said.

That was an offer neither Tim nor Ron could refuse and all three of us made our way back to the floor. Tim lay down on his back after he donned a rubber. I faced and straddled him, lubed up his penis and aimed it at my ass. Even after a few days I could feel a twinge of residual pain from having been analized. But after the initial painful yawning of my hole, it felt very good and, oddly, very normal, to have a warm, erect penis packed inside my body.

Ron, smiling, positioned his thick tool at my mouth. For the second time that night I wrapped my lips around his wide member and sucked hard, licking the bulbous bell end as it oozed precome. Ron helped me to balance as I slowly rode down Tim's hard dick, and Tim was obviously liking this more than our first time based on his moans. I was loosening up nicely as Tim pumped his cock up inside me as I inched down. Tim slow fucked my ass as I managed more and more of Ron's hard penis in my mouth.

Ron's tool popped past my gag line a few times and it was thicker than Tim's, so at this angle I could not manage that much of his penis in my mouth and throat. There was simply no way to get it all the way down to the root. I played with Ron's balls and they were actually smaller than mine or Tim's and the skin was firmer. Ron loved the attention I paid to his testes as I patted and rubbed them right to left as his penis remained in my mouth. His preseminal fluid was profusely leaking out of his huge penis and the salty taste inspired me to suck harder, faster, deeper, fucking my face with his big dick. Whoring my ass, whoring my mouth, I was a submissive sex toy, a tool, a fuckbox and I was loving the debasing experience so much I was nearing orgasm myself.

Occasionally I felt a hand on my cock, a finger in my ass, as cocks and fingers probed me and found their way into my openings again and again.

A few minutes had passed and Ron said that he was ready to change positions. I felt a sinking feeling in my stomach as I considered how much penis was about to be crammed inside my body. Tim cleaned off and came back to the room only to discover Ron's cock pointed at my ass while I was on all fours.

"I think Tim got you nice and loose", said Ron. His rubbered cock was barely touching my anus, inviting me to make my move. Slowly I moved back and with surprising ease his thick head penetrated me coupled with a sharp pain as my anus stretched wider than ever. I gasped out loud and retreated. He also pulled away, added more lube and then, on the next entry, the pain receded and was replaced with a pleasurable fullness.

"Oh my god", I muttered, "this is amazing. It feels so...different!", I laughed out loud. "It's not like it feels great, it feels so fucking weird! It's so goddamn big it feels like it's going into my stomach!"

Tim laughed with me. "Oh, I know the feeling. I know it well. You'll come to love it, trust me!"

"I don't know", I said while Ron continued to pump inside me. "It's like...it definitely feels like you're not supposed to do this to your body! It feels like my ass is saying, what the fuck are you doing to me?"

"Are you OK with it?" Ron asked.

"Yeah, I guess. It's starting to feel better. OH! THAT feels better. What did you do!!"

Ron had tilted his cock upward and pitched it against my prostate and was bumping against it again and again. My penis suddenly sprung a leak and a big big blob of semen dropped off the tip.

"That feels fantastic!", I yelled. His thick cock was now almost effortlessly disappearing inside me all the way to the root. It felt great until it bottomed out deep inside me, leaving me with an almost sickening sense of fullness.

"You're loosened up. Now you do the moving, I'll just go along for the ride", Ron said, with his massive member buried deep in my body.

I was sure that for Ron having a big cock must feel great in a tight, near-virgin asshole. I kept that sentiment to myself at the moment because I was becoming dizzy with sensation and probably couldn't have articulated that thought anyway. I was stretched deep and wide and loving it and I moved back and forth, fucking his cock with my tight ass.

I was really getting into it, moving my ass in circles as I swallowed up and spat out his thick tool with my asshole. I was surprised that, despite a lack of experience, how fast an eager student I was, and how quickly I was learning the ropes of sucking cock and taking it up the ass. Even a substantial member like Ron's found a nice, warm, willing home deep inside my body.

Tim knelt down on one knee in front of me. He was so hard that, at this straight on angle, I couldn't even suck his cock; I could only lick the shaft, pursing my lips and sliding my tongue along its length like a fleshy lollipop. I was struggling to balance on one hand to lick his hard, thick penis. Seeing this, he bent over toward me so I could slip the head of his penis into my mouth and rest on both hands, and that's when the real fun began.

In this position, when I began sucking his dick it flipped a mental and physical switch; my conscious mind faded into the background as I experienced what can best be described as an out-of-body experience for the next several minutes. As near as I can tell, the quantity and amplitude of sexual acts ramped up to a point where I could no longer separate them or process them rationally, and a part of my brain shut down. That sounds strange but that's the best way I can describe it. I became hyper-focused to the point where, I swear that if someone had smashed a window I would have barely noticed. I was a sex object and was doing a job and servicing two hard, thick penises and that's pretty much what my life was for the next 10 or 15 minutes.

I didn't think about anything, I didn't hear anything, I didn't feel anything; I was totally immersed in these sex acts and became the acts themselves, and there are parts of the next few minutes that are entirely blacked out of my mind. I am sure some psychologist would be able to explain it better, but all I can say is what I remember was fun and interesting and a little painful, but otherwise very erotic, and absolutely something I would love to do again. The nature of being on my knees, the scent of sweaty testicles in my face, the sounds and sensations of cock rammed deep in my ass, allowed me as a normal heterosexual man to discover and liberate my submissive, homosexual side. Tiny pent-up flames of secret and suppressed desires were fanned into a raging physical inferno.

The awareness of this portion of my personality was intoxicating, and as I committed these acts I knew that this was a transformational moment on a plateau that positively transcended the physical. It was one of the purest, most concise moments of self discovery I'd ever known. While it is accurate to say that all I was doing was merely having sex, it's not complete. In these moments I freed myself from the rules and restrictions I'd followed my entire life. Every sense...smell, touch, hearing, taste, sight, was bubbling with input. My brain raced to keep up with the sensations and the situation, but it was no use. 

This euphoric epiphany was slowly washed out by the sounds of two men hammering away at my ass and mouth. A submissive cocksucking, ass-fucking machine, I was taking Ron's rod deep in and out of my ass while Tim repeatedly challenged my throat with his thick stalk of flesh.

I wanted to change positions so I squirmed away from the two cocks and lay down on my back on the bed and pulled my legs up, offering my asshole to Ron. Tim didn't waste any time and pushed his slimy cock at my lips as Ron moved in, lifting my legs over his shoulders. In this position, his tool pushed against my rather sore anus and easily slid extra deep. When he went all the way in I winced in pain and let out a little groan, a response that was muted by Tim's hard penis in my mouth. Ron was watching carefully, though, and pulled back a little instead of hammering away.

I gripped Ron's hips and gently pulled him toward me, feeling the fulness swell within my own body. What a strange and wonderful sensation it was to coax the entry of a thick penis into my body, to encourage a man to penetrate me, to guide him inside me. 

"It's big and it's deep", I whispered. "It's so thick inside me, please enter me slowly", I begged.

All those times having sex with all those women, the roles were now more than reversed. They were juxtaposed, twisted, altered, abnormal, and taboo. I wasn't supposed to let men fuck me. I wasn't supposed to let men put their penises in my mouth. I wasn't supposed to let them put on a condom and push their fat, spongy cockhead at my ass and shove it deep inside me. And yet here I was, penetrated by a rock hard cock, sliding and screwing, pushing, penetrating, hairy balls coming to rest on the small of my back, another stalk of flesh eager to be licked and sucked sliding its purplish head against my lips. Deep grunts of heavy pleasure echoed around me, above me.

A mixture of discomfort and pain ran like a river through me. The displacement of Ron's penis opened me to limits that were much less than pleasurable, but in an odd psychological sense it was exciting, an accomplishment of sorts to nestle such a big tool deep within my body. Watching his woolly mammoth prick disappear was an exciting distraction from the stretched distention to which my poor, relatively virginal anus was subjected.

I was twisting to my right to give Tim head, so it wasn't exceptionally comfortable in this position but fortunately both of them were about ready to unload so it didn't last long. I sucked on Tim's cock as Ron plowed me deep in long, slow strokes. Every so often I would pull my mouth off Tim's tool and stop sucking his dick long enough to glance down and see Ron's massive penis sawing in and out of my tight asshole. My legs were draped over his shoulders like a total whore, and my mouth had been filled with salty, hard cock to the point where my jaw ached. The reality was that my ass was now very sore and it wouldn't be long before I had to ask them to either come or get out or off me; their greenhorn sex toy was just about used up.

Fortunately, both of them began to move a little faster and groan super loud and I knew I was about to get rocked. I pulled my mouth off Tim's cock and reached up to jack it off and allowing his penis to exit my mouth didn't come a moment too soon. He ejaculated so hard a huge blob zipped over my head and onto my chest as Ron swelled, thickened, and hardened, dumping his scum into his rubber deep in my ass. His huge cock was buried to the hilt, his pubic hair tickling my balls as he screamed in ecstasy. 

Once again that bottomed-out feeling deep within me was almost like I had an upset stomach as his thick tool slid deeper than ever, my asshole stretched and raw as I was bent in half. My legs were helplessly spread apart, trying in vain to widen my tight, inexperienced asshole as Ron's rod swelled, stiffened, and spat come. Ron screamed, "I'm coming in your ass! I'm fucking your ass!", as he unloaded inside my body. Tim's hard cock was still ejaculating in my hand and Ron's dick was sliding really deep inside me. I had a crazy thought all of a sudden about how ridiculous this must look. A straight guy three days ago, here I was with huge strings of come coating my face, neck and chest, getting fucked in the ass by a thick cock, another hard penis squirting semen all over my skin.




Fun and Games Ch. 05



As they pulled out, pulled off and essentially stopped fucking me, I lay on my back on the floor and immediately began to masturbate. Seeing this, Tim and Ron both rushed over and moved me to a sitting position on the couch. They took turns sucking my hard cock and seconds later Ron let it erupt into his mouth. A fellatio virtuoso, he let my semen splash in and out of his mouth and I nearly blacked out from the pleasure. Tim's descrption of Ron's ability was accurate; in two outings I'd had the two best fellatio in my life with Ron at least as good as Tim as sucking my penis dry.

Ron obviously loved the taste of come and swallowed as much as he could as my hard cock slipped over his hand, giving the head of my penis a special cocksucking treat as the semen jetted out of my body and into his mouth. Moments later we began to wind down and realized that all of us were pretty spent. We relaxed and took turns getting cleaned up.

*** "This evening was a lot of fun", I said. "I'm up for doing it again."

Ron and Tim looked at each other and sort of nodded and then I added, "And again and again..." and we all laughed. I love talking dirty so much I just couldn't resist. Before I left I wanted to say a few naughty things.

"Well, before I go I have to say, Ron, that you have a nice hard cock and I loved it in my mouth and up my ass. I was wondering if it would hurt, but it actually felt pretty good. I mean, right now I can feel I did something and I'm sure tomorrow it will be a little sore, but it's not so bad."

"Glad to hear that", said Ron. "I liked everything we did tonight. For a beginner you are great at sucking cock."

"I loved it all" said Tim, looking at the walls. "But I know I will be out of this mode in a few weeks. Soon as I find another girl, that'll be it for me probably for quite a while. But for now I guess I can tolerate you two."

We all sort of laughed and soon I headed home. I naturally beat off furiously several times and was achingly sore. My cock was red and raw and my asshole felt like it was burned with a cigarette. It was stretched, red and fucked raw. My prior experience had been limited to playing with nice little silicone toys, delicately and precisely manipulating their motion as I masturbated in a totally controlled environment. That was quite unlike horny men sliding their hard penises in and out of my asshole and mouth for a collective few hours. This experience was radically different and now that the endorphins had worn off it was becoming quite painful. As I masturbated thinking about the experience my anus was twitching and sore. I put some cream on it and that helped a little but only time was going to cure my quite literal pain in the ass.

I had put my phone on vibrate and didn't notice the text message on it until I went downstairs to charge it. Ron sent me a text about 15 minutes after I left.

Ron: What's up? Me: Nothing, just beating off and quieting down the pain in my ass. Ron: Yeah, you got reamed pretty good tonight. Me: Sure did. I loved it at the time but wow it hurts like a mother. Sort of like a hangover! Both of you put the tool to me. Ron: Yeah, Tim and I put the meat to you pretty good. Me: Can't wait til I am feeling up for another go. Ron: I'm up for it right now. Me: I'd be up for a suckoff but it would take some real convincing to let you fuck me up the ass again. Ron: Can I try? Me: Go ahead. Ron: I'd need to do that kind of convincing in person. Me: You know where I live. Ron: Be there in 15

*** Ron showed up and we didn't waste any time getting naked. His cock was red and raw from fucking his buddies' tight asses and I told him so. I got down on my knees and sipped at his thick cock and let it slide into my throat. I felt his balls up and rolled them around in my hand. For as thick a tool he had, my balls were bigger, but his tool filled my mouth and stretched my throat something fierce. I had to let it pop out of my mouth and then got to work again on it. I was obviously getting better at this, as he said he needed to pull out or he was going to pop. I was so excited that I suddenly, without thinking, turned around and offered my ass.

I was sore as hell. Looking back, I have no idea why I did this and it was a mistake. I was so keyed up I just let him put on a condom and ease inside me. I got down on all fours and he slid inside me doggy style. My asshole was so raw that it hurt even when he penetrated me gently and I should have just stopped then, but I didn't. I was so excited I just wanted to fuck and get fucked again and again. My pain and discomfort didn't factor in nearly as much as it should have.

Ron started slow and then built up his pace. He began to be less gentle, giving it to me hard and fast. Eventually he got to pulling out and slamming me all the way, deep and hard. His balls were banging mine, slapping hard and loud as he rammed his huge rod inside my body. He was thicker than ever and my anus was raw, the pain mounting. I asked him to lube up and take a break which we did. When he returned to fucking me up the ass, my asshole was so sore after only a few minutes more I had to stop. Enough was enough and I laughed out loud saying that I simply could not do anal any longer and that he had to pull out.

"Dude, I can't take any more of your cock in my ass", I said. "It's your turn."

He reluctantly laid down on his back with his big dick hard and pointing up. I put a few pillows under his back and lubed his asshole and pointed my condomed cock at it. Wow he was so tight! No wonder he didn't like anal sex.

"Dude your asshole is really tiny!" I yelled. "It's fantastic! It's so fucking tight!!!", I yelled.

"Yeah, I don't loosen up much. Just go easy if you can."

I said that I doubted I could go easy for long. As I began to pick up the pace his big dick began to bounce off his stomach and big Ron let out some big moans. I couldn't tell if it was pain or pleasure and didn't really think enough to ask at the time. I simply kept re-lubing my penis and slipping my thick cock into his extremely tight asshole, which felt great. "Yeah, bitch", I muttered.

"What did you call me?" he asked, obviously annoyed.

"Bitch. I called you bitch", I said as I continued to slide deep up his ass.

"OK, you don't need to say that sort of thing."

"Yeah, I don't. But turnabout is fair play, no?"

He sort of glared at me a little then turned his head to the side as I continued to drill his tight-as-a-drum asshole. I was getting pretty excited and I got close to coming quickly.

"You like to fuck with that big dick don't you?"

He just looked at me.

"Well, I'm just giving you what you gave to me, a hard ass fuck. Jack off that big cock while I come in your ass", I suggested. What earlier repulsed him suddenly seemed to excite him; apparently he wanted me to take control dominate him a little.

Without a word he started to jack his long, thick dick, and it appeared to widen and lengthen. "Yeah, that's it!" I said. "Make that cock spurt while you get your ass fucked! I'm going to fuck your asshole raw!"

"If you're going to fuck my ass, then do it HARD!" he yelled. He was really stroking his own cock hard now, the slippery sounds of flesh echoing against the walls. He sprang a "come leak" then suddenly huge blobs of come rocketed out of his big cock. A fountain of semen began to flow and spurt out of his pipe, the smell of come instantly overpowering me and filling the room. That was enough to make me pop, and I hammered and drilled his ass like a cheap whore. He yelled out loud as my cock drove deep, deep into his body, my balls slapping hard against the mattress, his ass pitched high in the air on the pillows. He grabbed my ass cheeks and pulled me in, slamming my cock even harder and deeper into his tight little asshole.

"Yeah, you love cock up your ass don't you? You just didn't want to admit that you like it up the ass did you?", I taunted. "You like fucking guys in the ass but you LOVE getting your asshole drilled, isn't that right Ron?"

He was still shooting come and whimpered out, "Yes, I love getting my ass fucked hard. God it feels so good so deep in my ass. Just keep fucking my asshole! Fuck it hard, I love cock in my ass, I love getting in the ass!" he continued as one hand jacked his cock, the other attached to my ass cheek, trying to pull me ever deeper into his tight asshole.

He calmed down a little and talked in a lower, sultry tone in a near whisper. "Yes, oh, please stretch my ass. Teach my ass how to flower and flex around your thick cock. I love it. It feels so good inside me. It feels so warm and tight inside me."

"You *needed* it in the ass, didn't you?", I muttered.

Again, Ron said in a low voice, "You are so right, I needed it. Fuck did I need it", he said, his eyes rolling back in his head as his meat softened. I continued to slip and slide into his body, occasionally pulling out past his super-tight anal ring and he took it like a champ.

His orgasm continued to subside and he was muttering things about anal sex for another minute or two. This was a special moment for him, one in which he really enjoyed the receiving end of anal sex. It was like his personality was transformed, or more accurately, revealed. 

I began to pick up the pace, packing his ass full of my cock as I began to climax. With no regard for Ron's physical limitations (that is to say, his relatively inflexible anus) I began to hammer and pound his tight ass until I was on the verge of orgasm. Then I really let him have it. Ron screamed a good bit, poor fella, as I unloaded a few ounces of semen into my slippery prophylactic. I heard a second scream, my own, as His Royal Tightness gripped my cock and milked out the last of my semen.

I slowed down and slid deep inside his body, jabbing him a few more times then slid my cock out of his cherry red asshole. I was totally and completely drained.

Between that giant thick tool of his and his ridiculously tight asshole, he was a great fuck buddy. I could get used to both aspects of his body, I thought! He was fun to fuck!

*** "What a great session", I said as I made my way toward the bathroom. When I got back I was surprisingly aroused again and so was Ron. My asshole was beyond simple pain at this point; I knew if I did anything more it wasn't possible to sting and burn any more than it already did so I decided to take him on.

"I liked watching you get fucked in the ass while your big dick was slapping off your stomach. I want to lie down on my back so you can go inside me that way."

His big thick dick jumped at the thought as I lay down on the bed. Wow, what a total whore I am, I thought. I just asked a guy with a really big penis to fuck me missionary style. I found the tube 'o' lube and applied copious amounts to my confused ass as Ron lowered his massive prick into my mouth. It was rock hard and I worked to suck some preseminal fluid out of its thick tube. I didn't want him to come in my mouth, so I slipped my mouth off his cock and lifted my balls off to the side, sending an unambiguous nonverbal cue that it was time to pound my ass. I arched up my knees a little and Ron got between me, his hard, long penis stiff as a board and thick as my wrist it seemed. I shuddered at the thought of it as he slowly nudged the disgustingly thick head of his cock at my tight little asshole.

"Here I come", he said under his breath as he slid half his tool up my ass. My head reflexively slammed back against the pillow in a futile attempt to straighten out my body. His massive tool continued to inch inside me, sliding along my canal and stretching my thin, anal membrane wide open. After several inches penetrated my body it finally began to feel really, really good!

"Oh, yes", I hissed quietly. "Put that big penis all the way inside me. Show me what you're doing." I craned my head to look down as he moved my balls to the side. I could see his big cock bottoming out in my bottom. He bumped against a kink deep inside me and I shouted out loud at the surprising feeling. "Aaaaah!!! What the fuck is that!" I yelled.

"Just deep up you. I'm deep inside your body. Just relax and start jerking that penis. I want to see it shoot while I fuck you."

I descended into a series of submissive moans and groans as his cock worked in and out my body, but I honestly can't say exactly what happened aside from the fact that Ron was plowing his massive tool into my body. The sensations were rippling through me like waves as his penis made its way in and out of my tight, unwilling rectum. I was fully stretched now and it actually felt pretty good so long as he didn't pull out and tap it back in past my sore anus. He was considerate and lubing me often, so even though his enormous cock was long and thick it was very greasy and moving within me me with surprising ease. This fact was shocking to me given that a week ago I had never had anal sex. I grimaced and sort of smirked at the thought that I was no longer an anal virgin and, in fact, had become pretty good at taking a big cock right up the ass.

I started to jack off hard and it wasn't going to take much because his cock deep inside me felt awesome. Still deep inside me, he leaned to one side and took my cock in his hand and started to slide his hand over my hard dick. While he was still fucking my ass he pointed my cockhead toward his open mouth, furiously masturbating me. That was about as much as I could take and I unloaded a monster-sized moon shot of come. A huge blob landed on his right cheek and he groaned out loud. I continued to come and then he swelled even more and began to come, too. Both of us were shooting at the same time, me right at his face and him, deep up my ass, his balls slapping the small of my back like a bell clapper.

After a few seconds I was surprised to feel that I was beginning to come a second time! I had only had multiple orgasms a few times and the feeling is almost beyond words. His cock was still lodged deep in my ass as I spit out another, much more watery load of semen. It coated my cock and balls and stomach as his glans deep within me pumped out its final streams of semen.

Ron and I separated and both of us had had enough. I remember feeling odd that it was now possible for me to engage in homosexual sex recreationally, enjoy it, walk away from it and do it again. It physically felt good and I was not regretting it at all, which in a strange way concerned me. But there wasn't much time for concern because my next encounter was only two days away. 



Fun and Games Ch. 06



The next morning my ass, understandably, felt like it was on fire and I knew I had to give it at least a few days to calm down, which I did. The nearly nonstop sex I had recently enjoyed provided me with excellent visual images and the masturbation sessions were amazing. But taking on a cock anally at this point was unthinkable; my body was not used to it and it was fighting back. The act of standing up from a sitting position was enough to remind me of the nasty anal bashing I had taken of late. What began as dull discomfort had become a stinging, biting pain at my tender entrance. But deeper inside, especially where Ron had lodged his giant cock up my ass, it had compressed some unknown body parts and I felt lingering sensations of something weird. I had read about it enough to understand that this was somewhat normal when someone engages in a lot of anal sex, especially with a large penis, and after 2 days of abstinence my body was finally returning to normal.

In the days without male sex my thoughts had begun to turn to a wonderful fetish I've had for years and I wanted to share it with someone. After 5 days of much-needed recovery after my last encounter with Ron, I texted Tim and asked him to meet me for lunch. It was of course going to involve sex but I felt that this particular discussion warranted a face-to-face explanation that would allow me to read his reaction.

We ordered lunch and after the waiter walked away I explained why we were here.

"I have a fetish", I hesitated. "It might sound a little weird so just bear with me. I like to wear pantyhose under my clothes sometimes. They feel good and especially in the winter they keep me warmer when I work outdoors on cold days. But to be honest it's mainly because of how it makes my thing feel." I avoided using the word "penis"...after all we were in a fairly crowded restaurant.

I was waiting for a facial reaction from Tim but there was none so far.

"I was wondering if sometime we could work that into something fun. Like maybe some time I could come over and have them on already and we could, you know, with me wearing them", I trailed off almost inaudibly. Tim was now smirking and it was hard to get a read on what he was thinking. Was it time to be embarrassed or was it time to make arrangements for me to come over?! It wasn't possible to say at that point.

"Basically", I lowered my voice, "I have fantasized playing a submissive role while wearing them, so you can kind of figure out where I am going with this, not something I want to say out loud, right? Not here, anyway." I sort of looked at the ceiling, wondering if this was a bit of a mistake, revealing now a fantasy and a fetish to someone who I still did not know all that well. Strike that...I knew him well enough to suck his cock but this was by far the strangest friendship I'd ever had. The combination was still really weird as it settled into my head that I had openly admitted that I wanted to be dominated while wearing sexy pantyhose. The cat was out of the bag.

"Oh, I know exactly where this is going and where it is going to go!" he laughed. "Coincidences with us are becoming so common it's hard to imagine what's next! I had an experience, a few actually, with similar things so, yes, by all means, we can work it in. What time do you have to be back to work?"

"I could probably spend another 45 minutes away. I have a meeting at 1:30. We don't have enough time for that..."

"No, not that" he said, "but I have another idea. Let's get going."

We made our way out of the restaurant, which was in a plaza that had several shops all around it. Tim knew exactly where he was going and I followed him into a department store and to the woman's lingerie department. The precision with which he moved through the area suggested that this was not his first time buying pantyhose, which I ribbed him about.

"So are you a 3x girl?", I laughed.

"Fuck you, 3x, I'm a 2x queen size!" he shot back with a laugh. "Actually I don't do this often enough to know my size. I have to use these charts to figure it out every time."

"So you like wearing these, too?" I asked in a low voice.

"Yeah, it's actually perfect for wearing under a suit. Keeps your dick in nice and tight and they go perfectly with when you wear sheer suit pants. I got used to wearing pantyhose for that reason a long time ago. I don't wear suits every day but when I do I usually pick up a pair of these to wear. When I come home after wearing them, it's as if I've been edging myself all day long. I'm usually so excited I have to pop and I enjoyed doing that quite a bit. How did you get into it?"

"It started with a suggestion from another guy to wear them in the winter when you're outside. He was right; it makes a huge difference especially when it's windy. But I began to like the way they feel and every once in a while I pick up a pair and masturbate with them. I usually cut holes in the front and back so I can, you know, myself." I was barely speaking above a whisper and a few ladies walking by gave us quizzical looks, no doubt wondering what two guys were doing in the pantyhose section talking in low voices.

"Well, I'm getting these" Tim said. "Brown is my color" he said laughing, "and this is my size." He rubbed the material and said that it felt pretty good. I picked out my own size and we went to the register like a couple of high school kids buying rubbers. I paid for them since it was my crazy idea and we started out of the store.

Once we were out of earshot of anyone, I said very brashly, "I want to get fucked like a whore wearing these pantyhose, Tim. Can you handle that?"

"Only if you can promise to do the same to me", Tim said.

"Cut a hole in the ass", he ordered. "I'll use it to feed my thick cock up your ass. Now that you've had anal a few times you know what to expect."

"Fuck yes, I do", I hissed quietly. "I'm ready to get a full night of authentic ass pounding. When you come I want you to spray all over my sissy pantyhose, my ass and back. Then we can take a break and you can clean off your cock and then I'll suck you until you come in my mouth. You can feel free to try to force me to swallow since this is all about whoring around and pleasing your big cock."

"Definitely!", Tim said. "I'll fuck your tight ass while you wear your sissy hose. I'll come on them and wipe my cock on them and the next time you put them on you can tell me how much you loved getting drilled while you wear your pretty pantyhose and I fuck your tight asshole."

Tim loved the idea and surprised me by insisting that he go first! He had done something similar a few years ago with some panties and was eager to experience anal sex while wearing sexy nylon pantyhose.

"I can't wait to see your big dick trapped by those sexy stockings", I said. "I wish we had more time! I'd fuck you up the ass right now!"

"Let's plan it for tomorrow" he said. "My asshole still needs another day to recover and I have some stuff to do tonight anyway. Plus it will give us a full day to anticipate it."

***

Back at work, with my sexy new pantyhose in my pocket, I made my way to the men's room and slipped them on. I loved the cool, silky feeling as each leg was covered with the sheer material. I put my underwear in my pocket and walked nonchalantly back to my office. The fabric of my pants rubbing against my legs felt so good, and my penis was super-sensitized by the nylon. After 10 or 15 minutes my testicles, pinned down by the stretchy panty, were electrified and just walking around made my cock rock hard, but the pantyhose hid my secret by reigning in my thick tool tightly against my body.

Wearing my own silky pantyhose I felt so feminine and sexy, and it was even more exciting to walk around the office wearing them without anyone's knowledge. I loved my rather innocent little secret.

"I love embracing this side of my personality, a sensual, feminine side where things feel nice and look nice", I thought. Anyone that knows me knows that is so not my normal personality! I am not a metrosexual by any stretch; I work construction so I'm frequently in jeans and dirty clothes at work and when I'm home it's more of the same. Any of the guys or women that know me would be shocked if they knew I liked to wear pantyhose and fuck myself silly with slippery dildos, but that's exactly what I love to do in my spare time. And now I could add "sucking cock and getting drilled by huge dicks" to the list of experiences that I enjoy.

To prepare for our pantyhose party, I cut a hole in the front so I could fuck Tim's ass without taking off my pantyhose. Likewise, when the time came to give up my own cherry red asshole to Tim, I was ready by having a perfectly round hole cut for his big dick. When I got home I took off my pants and looked at myself in the mirror with my sissy hose on. I was hard, my penis straining against the nylon and spandex. My balls had been trapped in the waist panty all day and were charged with sensitivity and damp with sweat.

As I watched myself in the mirror, I was trying to imagine which was going to be more fun: fucking Tim's tight ass while he slinks around in his sexy pantyhose, or having him pound me in my ass while I'm in my sheer hose. I began masturbating and decided that it wasn't all that important but it was sure going to be a fun comparison once the experiences were behind us. As I pictured both scenes I began to pop and shot a huge load of come right onto the leg of my pantyhose. I let it dry without wiping it up and read a book to fall asleep.

When I woke up I jacked off immediately, delivering a nice big slimy load of come onto my fresh fabric. I was going to work, so I decided stinking like a come shot at the office was probably not the best of ideas and I cleaned it up somewhat, although a semen stain was unmistakably visible.

In the morning I promised myself that I wasn't going to masturbate no matter how revved up I became. But promises are made to be broken and by 10:30 I was in the bathroom releasing a huge, hot load of cream.

When I got to Tim's house that evening both of us were so eager with excitement we could barely contain ourselves. He suggested in the interest of mutual pleasure we dildo fuck ourselves and come first. I made a counteroffer of having him lie face down on the floor and present his asshole to me through his pantyhose. Fortunately he was willing to negotiate and before long I was sliding my thick tool right past his pink ring and deep into his taut bung hole. He moaned like a whore as I began to slip my cock in and out of his tight little asshole.

"Yeah, you big fucking sissy", I said. "I'm wearing these pantyhose because I like to. You're wearing them because you like to get fucked in the ass like a sissy. Isn't that right you tight assed little sissy boy?"

"I LOVE getting fucked in the ass by your big hard cock!", Tim moaned. "I am such a sissy. Oh, fuck me like a sissy goddamit! Fuck my asshole like you want to! Fuck it hard and deep and fast motherfucker! Fuck me in the ass!"

I dragged my fingers over the sheer fabric covering his legs. It felt warm and smooth and so sexy. "Do you feel sexy?", I asked.

"Oh, yes, yes, I do!", he screamed. "I look so fucking good in my sexy pantyhose. I know I look good right now to you and you feel so fucking good up inside me. I hope you like looking at my sexy ass as you slide into my body! Feel me up and feel how sexy I am!", he said.

I grabbed at the flesh on his legs and buttocks as I slowed down a little and began a nice slow pumping of Tim's ass. "Oooh, yeah baby you look so good", I cooed. "You lookin' so good with me deep inside you. Oh, yeah, your body feels so good wrapped up in your sexy pantyhose." I became more excited and without warning I began to accelerate driving deep inside his body.

I slid my hand under his body and found his hard cock and traced the outline of it with my fingers. Tim screamed and began to orgasm wildly. I could feel the wetness of his semen trapped in the nylon as the less viscous fluids slowly began to drip from the surface of his pantyhose. My fingers fluttered over his hard penis trapped by the sheer fabric.

The anal assault I delivered to him in the following few minutes were unparalleled for me in my life. I have never fucked an individual, man or woman, with the brand of unadulterated, pleasure-seeking that he endured. I ran roughshod on his ass for as long as I could last, calling him sissy names repeatedly until my rubber stretched and snagged my semen load that poured into it. I had a tremendous payload of come that my body wanted to unload. Once the semen began to flow I practically blacked out, squeezing his stockinged ass hard as my glans super-pumped jets of hot come into my prophylactic.

"I feel like a bitch whore", he moaned as I screamed in ecstasy. "I'm such a dirty fucking whore", he trailed off as I wretched and spasmed inside his body.

My still stiff cock slid out of his tight asshole and he moaned as it popped past his ring.

"You are a fucking whore, no two ways about it", I said rather dispasstionately as I got up to get a drink of water. Tim was lying on his side covered in sweat, no doubt reeling from the pounding his ass had just taken, his dark brown pantyhose clinging to his body and covered in sweat, semen, and lube front and back. I laughed to myself as I looked at the hole in poor Timmy's stockings, vaguely recollecting ripping them wide open as I fucked him raw.

"I am a whore", he said, eyes closed. "I am such a whore. What can I say? I love to get fucked in the ass. I love a big cock in my ass and I'm not afraid to say it. It feels good getting stretched like a whore."

We both sat around and talked for a few minutes and then I made another suggestion.

"Tim, I'd love it if you could get hard go between my ass cheeks", I said. "I want to feel your cock against my skin with no rubber."

"You mean like a hot dog in the bun?", he asked.

"Exactly".

"Yeah, that would be cool. Let's do it."

I got onto all fours and Tim got behind me, slathering a huge amount of lube on my ass cheeks. In seconds his thick sausage was tucked inside my pantyhose and sliding against me, his cock trapped by my springy, sheer pantyhose, pulling it toward my body. 

"Fucking awesome", he said softly. "Wow this feels fantastic. Your pantyhose are stretching to pull my dick against your ass cheeks and asshole. I can feel the heat of your asshole on my cock as I slide past it and it feels awesome!"

I reached back and with one hand pulled my ass cheek to the right, further exposing my most sensitive area. The lube and his thick, warm penis were exciting me so quickly I could hardly believe it. Even without penetrating me I was quickly approaching another orgasm. His thick bag of testicles slowly bumped against mine as he ground his thick rod against me again and again. With both contained by pantyhose, the sensations were electrifying because the nylon fabric scratched and stimulated each hair, each skin cell on both of our nut sacks.

"Oh, fuck that feels so fucking good!", I screamed. "Keep sliding your big dick on my ass! I fucking love it! I love you riding my ass with me wearing my sexy pantyhose! I am a fucking whore! Grind my ass!"

Within seconds I spewed another high-powered load of semen, although the evidence was hidden by the thick panty of my stockings. A wet spot appeared but in no way indicated what a raucous, intense orgasm had produced it.

Tim announced, "I'm ready to come!". I quickly slipped his cock out of my makeshift "pantyhose tent" or "bun slider" if you will, and rolled over onto my back, immediately jacking his big, slippery penis. To enhance his pleasure, I held my mouth open and stuck out my tongue, begging him to come in my mouth as I masturbated his huge penis. His ball sac was still snugly held in place by his dark brown pantyhose and I slid my hand up his thigh toward his balls and began to tickle them through the nylon fabric.

Each of his loud screams was punctuated with a watery jet of semen wetting my chest and stomach. I ran my fingers through his come with my left hand, rubbing it into my skin as he continued to ejaculate on me. As his orgasm waned, I wiped some of his slimy come onto my face, which caused him to hit yet another peak. He yelled even louder and as the last few pulses of spunk left his body I smeared the sticky fluid onto my face and hair, acting the full slut.

"That was amazing", Tim said, exhausted. "That was un-fucking-believable."

"I can't believe both of us had such intense orgasms without penetration. Very cool! I loved the come shot on my chest. I feel so...I don't know, feminine I guess. I like that feeling of getting come shot on me. It's really cool...so visceral and erotic."

"It definitely is a new direction for us. It's like...role play. It's a new way to see yourself and someone else."

"That's a good way to put it", I said. "I see myself as a submissive creature, my sexy feminine side. All men have it, just most are afraid to look at it in the mirror."

"Most are also afraid to have said feminite side fucked in the ass by another guy...wearing pantyhose, no less!" he laughed.

"You have a point!", I snickered. "This is so amusing and fun. I feel sorry for any man who has never stepped outside their heterosexual comfort zone and just..."

"Played?"

"Yeah! Played", I said smiling. "Just played around."

We took a few minutes to calm down and get cleaned up before I left.

"Before I go, Tim, I have a special request", I said.

"Name it."

"I would like to take my ass-fucking off-site. Can we combine fantasies?"

"Definitely!", Tim said.

"Well", I said, "I'd sort of like to..." I paused. "This is harder to say than it is to think about! I've fantasized about this for years!"

"Look at me, Jake. You just ass-fucked me while I wore pantyhose. I think we can share a secret! What is it?"

"OK", I laughed. "I want us to go out separately. I'll either be wearing these pantyhose under jeans or actually dressing up like a woman. I want to get picked up and fucked in an alley, preferably a dirty alley, standing up, while I hold onto a wall, or a dumpster. I want to get packed in the ass while standing up. A nice, filthy alley would be perfect, especially one where you can see people in the distance. The thought of being within earshot of a busy street is extremely exciting to me. Not so much to be discovered or even seen, just that it could happen."

Tim waited a few seconds.

"Well, it's certainly a specific request!", he said with a laugh.

"Yeah, it's a fantasy I've had for a long, long time. I had sometimes thought that was actually how I'd have my first experience, an unplanned outing that ends up in an alley. That obviously didn't happen! But I could still go for a deep ass drilling in that dark, dirty alley. It would be an added bonus if I got tag teamed against my will, as long as it was safe sex."

"I might need a little time to plan this", he said.

"Take as much time as you need. I've thought about this for years. Another week or two won't matter."



Fun and Games Ch. 07



Tim had to go out of town for a week, so my body began to take a much-needed break from anal sex.

As I adjusted to the lack of a penis stretching me on a daily basis, I realized the respite was somewhat welcome and somewhat not. In a short span of time I had become virtually addicted to sucking cock and getting ass-fucked, and after five days without either I was edgy. I emailed Tim a few times while he was out of town and masturbated at least twice a day, and whether I wanted to admit it or not I was anxious for his return. It had become normal, as normal as such a thing is, for us to hook up and it was clear from our communications that we were ready for another round of fun as soon as he returned.

Thankfully the weekend was quickly approaching. On Thursday, the day before Tim returned home, he emailed me and said that I should keep the weekend open, and that Friday would be a good night to "get dressed up and make your fantasy come true" which I assumed was a euphemism for fulfilling my longstanding fantasy of dressing up in pantyhose and getting used in a dirty alley. He suggested we meet at a place called Telly's, which was downtown near the club where we first met at the concert. From the outside Telly's looked like a decent bar but I had never gone in.

After I got home from work on Friday I decided to get naked and slide on my pantyhose and stand in front of a mirror. I was going to dress up to deliberately look somewhat effeminate to match my silky hose under my clothing to set off my fantasy. I was so excited I could barely contain myself. The mere thought of it made my cock strain against my tight silky hose.

The drug store down the street provided the mascara, which I decided was as far as I would go this time.

Wearing my pantyhose, a t-shirt and jeans, a closed-toe pair of sandals, and a touch of eye liner I was ready to hit the bar. Tim said he would be there around 9:30, which was well after dark. Deliberately trying to look effeminate put me squarely outside my comfort zone, but I pressed on and walked into the bar, figuring that Tim would appreciate and reward my actions.

I beat Tim to the bar, so I sat down and ordered a drink. A hockey game was on so I got involved in watching it and shot the breeze with a few patrons and the bartender. After about 15 minutes I began to notice that no women were walking into the bar, although in many 'shot and a beer joints' that was ordinary so I didn't think much of it.

I was about to order another drink as the bartender tossed a chip down in front of me for a free drink. I thanked him and he said, "Thank him" and pointed to a man at the end of the bar. The guy waved and I waved back.

As the bartender brought my drink over the guy from the end of the bar came over and sat down next to me. This was obviously of Tim's doing, I thought, so I played along.

"Hey, how you doing?", I said, shaking his hand. "I'm Jake."

"Nice to meet you Jake. I'm Aristotle. Enjoying the game?"

"Yeah. I'm a Rangers fan so I'm not emotionally invested in this one."

"You get emotionally invested in hockey games?" he laughed.

"Definitely!"

"What brings you downtown tonight?"

"I'm here to meet a friend of mine. How about you?"

"Me? I guess you could call me a regular."

As Aristotle and I conversed, I was thinking that Tim should have made his friend a little more subtle. This guy was practically leaning on me. I didn't find him particularly attractive, but then again I didn't think Tim was attractive either. He was about 40, about five ten, sort of slender, almost skinny. He appeared to be of European or Greek descent, with dark skin and eyes and a charming accent.

"You have a bit of an accent", I said. "Where's home?"

"Ah!", he laughed. "After all these years my native tongue betrays me. I'm from Greece. I have lived in the United States for over 30 years. In fact, I live upstairs."

After a few seconds it hit me. Telly's. Aristotle.

"Is this your place?"

"Yes, it is. I hope you like it. I bought it about 12 years ago and I've worked hard to make it a pleasant place for all kinds of people to gather. It makes me happy to make others happy, and what happier times than sharing a good meal and a drink, eh?"

"Absolutely. That's a long time to own a bar."

"It's actually more of a restaurant than a bar", he said with a hint of understandable annoyance in his voice. We do more business during the day than at night. At lunch time we take reservations every day believe it or not! I am very proud of my cooks, my sister and my brother."

"I'll have to come over for lunch some time. I only work a few miles away from here."

"Well, you are ready for another drink and tonight is my night off, so will you have another drink with me, friend?"

"Sure thing. What are we having, Ouzo?"

"Oh, I hate that stuff", he said, laughing. "Rum drinks for us."

The bartender made us a few drinks and we talked some more about a variety of subjects, even testing the most forbidden of all topics...politics. As it happens we shared some views and politely differed on a few. Time flew and the drinks were flowing and before I realized it I wasn't missing Tim at all. It was 11:45 and he was a no-show, no texts, no calls. But I was having such a good time talking to Telly that I was content and somewhat glad Tim wasn't around at the moment.

By 12:15 I was heavily buzzed and ready to start sobering up so I could drive home.

"I'm going to take off, Telly. I need to get something to eat before I drive home and your kitchen is closed, so..."

"Well, can I make you something to eat? You can join me in the special area of the kitchen as my guest. It is nothing, really, just a small table where my family sits and eats when the restaurant is full. Join me, won't you?"

I accepted and we went into the kitchen which was through a hallway and through a set of swinging doors. Telly turned on the lights and began to rummage around in the refrigerator.

"Hey, I don't mean to put you through any trouble", I said.

"Oh, please, what trouble? You are hungry and I am an excellent cook, so what trouble is there in this?"

In a matter of minutes he had a pan frying lamb and vegetables, and had pulled out some spanikopita for us to snack on.

"Wow, this is fantastic!", I exclaimed. "I was ready to go to Burger King!"

"Ah, nothing. You should come for lunch some time or dinner on weekday nights. Then you would have a very good meal."

Obviously fishing, Telly said, "You should bring your girlfriend. I would give you my best table."

"I would if I had one. No girl at the moment." It occurred to me, finally, that in a brightly lit kitchen my eye liner would be much more obvious than it was in the bar; my stomach sank in embarrassment.

"Ah, some handsome man like you, no girl? What a shame."

"What about you Telly? You have a girl right now? Are you married?"

"I was married many years ago. She was a wonderful woman and I lost her to cancer. She was beautiful, and delightful, and so smart. I miss her even today. There is her picture." He pointed to a lithograph of an oil painting, the subject a stunning Greek woman.

"Telly she is gorgeous. I'm so sorry."

"Losing my Andrea changed me so much", he said. "I now have girlfriends and boyfriends and I don't even know what any more", he laughed nervously. "I hope you don't judge me for that. It was so devastating."

"No, why would I judge you Telly? You deserve to be happy."

"Yes, sometimes I am happy. I am happy now talking to you."

The silence was a little uncomfortable, and I broke it by suggesting that I should get home.

"You had a good bit to drink. Maybe you should wait a little while before you drive. I do not want to be responsible for my new friend to get hurt. You are welcome to talk with me for a while, or maybe you could join me upstairs. I am only suggesting..."

Before I could open my mouth to say goodbye, I heard the words, "Sure. Let's go upstairs" roll off my tongue. I could hardly believe it, wishing momentarily I could reel them back, but seeing the happy look on Telly's face, I was suddenly up for an adventure. I took another quick glance at my phone and still no messages from Tim.

There was a back staircase from the kitchen to the upstairs apartment. My heart was racing and my mouth was dry as I took each step which sent shock waves through me as I inched toward this strange man's apartment.

Once inside there was little reason for either of us to hide why he invited me and I welcomed his advances.

He moved toward me and put his hand on my crotch and I practically jumped. I was so nervous I was breathing through my mouth and felt instantly sober.

"You like this?", he whispered.

"Yes", I managed in a husky, hushed voice.

"Would you sit down for me?", he asked.

He moved me toward his bedroom and sat me on the edge of the bed. He unzipped my jeans and pulled them down, revealing my erect penis held in place with my sheer pantyhose. He breathed loudly and moved his mouth toward my penis, breathing hot and hard on it.

"So nice and silky", he whispered. "How nice. Do you wear these often?"

"I like to once in a while. It's something different. Sort of a fun thing to do."

"Yes, I like it. Makes you look very sexy in them. I like how it holds your cock in place", he muttered.

He worked my jeans off leaving me wearing my pantyhose and a t-shirt, with my cock straining against the front. Telly reached inside the waist band and slipped my cock through the front hole and it sprang free. He slipped it into his mouth quickly and easily. He knelt down and began to slide his mouth down my hard cock while he felt my legs. Not to be critical, but he left much to be desired in the cocksucking department. Tim and Ron were hard acts to follow, but he was trying his best so I encouraged him. I slipped my cock out of his mouth a few times because he was dragging his teeth on my penis, which I did not like at all. I moved his hands to encourage him to massage my balls through my pantyhose, and as he began to suck a little softer I became very excited. After a few minutes of this new technique I was getting close to orgasm.

"I'm going to come", I said.

He quickly pulled his mouth off and squeezed the base of my cock to stave off my orgasm. "I have protection...if you want to."

I nodded and he disappeared and returned naked with condoms and lube. His cock was much smaller than Tim's or Ron's, and I sort of breathed a sigh of relief! It would be no problem to take my new buddy's dick up my ass, which I thought would be fun.

"You can go first if you want to", I said.

"Oh, yes, that would be good. I would love to", he said.

We moved around and decided to lie down on our left side and he lay behind me like spoons. Telly found the hole I had pre-cut into the rear of my pantyhose and worked me open with a finger or two. I felt his penis touch my ring and I wriggled back so he could slip past my anus, which he did with embarrassing ease. Sure, Telly was smaller than Ron and Tim but I sensed that the rather relentless pounding I'd taken for the past few weeks had loosened up my rectal muscles because he slid all the way in and it didn't even hurt. It actually felt great, and knowing that this was all the penis he had to deal with, or rather I had to deal with, made it fun and relaxing. I massaged my own hard cock through my pantyhose as Telly zipped his cock in and out of my body.

Telly was breathing hard and moved his mouth toward my neck. Tim and Ron had never kissed me or made out with me, so what happened next was downright weird! Telly started to kiss me on the neck as he massaged my shoulders.

"You feel so good. I feel so good inside you", he said.

I craned my neck to try to look at him. "Yeah, it feels really good", I said with a smile. "You feel nice inside me."

It was very dimly lit and almost dead quiet in his apartment except for a radio playing some weird Greek music in the distance, and I was getting fucked in the ass by a perfect stranger while I was wearing eyeliner and pantyhose. Clearly, this had gone beyond simple fantasy indulgence.

"I love your sexy hose you wear", he said. "So soft and silky, like a woman's legs. You are such a sexy man. Feels so nice to feel them on your legs."

Tim and Ron had never talked to me like this and it was...in a word, flattering.

"You look so good", he said. "Your body is so very lovely and sexy, so tight inside you", he said, breathing hard on my neck. The scent of spicy food, liquor, and cologne was a little overpowering, but combined with my silky pantyhose I felt very feminine and willingly submitted to Telly. I rolled over onto my stomach and scrunched up my legs, presenting him with my bottom high in the air. Bearing my weight on my chin, I reached back like an absolute whore and spread my cheeks wide. It felt exhilarating to be so wanton and shameless, and he mounted me easily from above, sliding all the way inside me. His balls were bouncing against my pantyhose and I could feel the thud as his large bag slammed against the thick fabric of the panty section again and again.

"So nice and snug and tight in your body", he said. "You seem so nice, it is so nice to make love to you", he said.

What the fuck?? Make love to me? I had to bite my lip to keep from laughing out loud. "He's Greek, it's his way", I thought to myself, and I decided to play along so he had a nice time.

"Oooh, yeah, baby", I said. "Your big dick inside me, it feels so good", I cooed softly as I slinked back, working and grinding my hips into him. I wish I had a video of this rather amusing scene. It was at that moment that I knew how a woman REALLY feels! I silently laughed to myself, imagining how many times women think up things to say to make a man feel more masculine, complimenting them on their "huge dongs" when in reality they were anything but. So funny, I thought to myself. I continued with encouraging words as Telly fucked my ass with vigorous enthusiasm.

"You feel so good inside me Telly! You're so big and hard and I love it. Feel my legs and my ass. Fill my ass with your hard cock! Fuck me hard!"

His reduced diameter and length translated to an incredibly comfortable session of anal intercourse. I really was enjoying it! He was taking nice deep strokes and pulling out past my ring every few strokes. His size was so manageable; it was great sex and I was bucking and sliding to get his cock rammed harder into my body. Even when he was going at it as hard as he could, Telly didn't have enough volume to stretch me out and it was a nice, relaxing feeling, despite his howling and growling. There was no pain at all which was quite enjoyable, just a well-lubed, fairly small, but hard cock sliding in and out of my body, resulting in pure pleasure for us both. Looking down between my legs at his huge sac was very exciting. His cock was disproportionately smaller than his testicles, but looking at his balls when his dick was buried deep inside me it was easy to imagine a 10 or 12 inch penis sliding all the way inside me. I continued to fantasize that I was getting fucked by a huge dong with Telly's rather slim, short penis inside my body.

Then Telly did something that was truly magnificent. He got above me and, mounting me doggy style, he slowly slid deep inside me and used his legs and hips to pivot his penis vertically inside me. While he did this he slid his hand around my waist and began to use his fingertip to stimulate the head of my penis. His gentle downward surging of his cock began to press on my prostate which felt incredible, and his fingers ever so slightly traced the head of my cock. His rock hard penis repeatedly compressed my prostate and the combination of sensations pulsing and tickling me inside and out were amazing.

"This I think should be good for you now", he said. "I hope it is pleasing to you".

"Oh, my god that is fantastic!", I screamed. "Push it inside me, it feels so fucking good! I'm going to come Telly! I'm coming! Oh my god I'm fucking coming!" Sensations swirled through my body and an incredibly intense orgasm ripped through me.

In a matter of seconds I exploded in a spontaneous, uncontrollable orgasm. I screamed like a maniac as semen jetted out of my cock only to be trapped by my sweaty pantyhose. Pulse after pulse of come filled the nylon mesh as Telly's rock hard penis gently nudged me deeper and deeper into an amazing full-body orgasm. What began as mediocre sex, nearing what almost became a charity fuck, quickly turned the corner and became an outstanding sexual experience. Now my screams and words were genuine.

"Oh, baby, it feels so fucking good!! It's feels so fucking good!", I yelled. "Oh, you're so deep inside me, and your fingers on my cock feels so awesome, my god that is fantastic!"

Telly quickly began to experience his own climax. He yelled and then quickly pulled out of my body and I could hear him fumbling with his condom. As I turned my head I could see him jacking his cock and within seconds he erupted with a huge load of come all over my back and ass. As he continued to pump his cock I could feel warm blobs of semen dripping down onto my ass cheeks and upper thigh through my pantyhose, a sensation I loved. I felt like a cheap whore getting splayed and sprayed, fucked in the ass and then accepting a huge load of come all over my body, staining my pantyhose with semen, sweat and anal lube.

After he and I calmed down and separated, I said, "I loved you coming on me. It felt great! No one has ever done that to me and I really liked it".

"Yes, this was so very nice. I am glad you liked the ending. And I love you in your pantyhose, so sexy!" He smiled and went into the bathroom.

While he was in the bathroom I said, "I guess it's especially nice when men who wear them let you fuck them up the ass!"

I could hear him laugh in the bathroom, "Yes, that is especially nice certainly!"

Telly returned to the room and said, "Your turn if you would like to when you are ready of course."

"Yeah, that would be great", I said. Amazingly, in a matter of minutes, I was hard again.

I rolled him onto his stomach, lubed him up and began to spread his ass with my thick, greasy fingers. He was not as tight as Ron but I sensed that there would be plenty of friction for my rigid penis. After I had eased him open a little, my cock head replaced my fingers, pushing at his hole. Telly moaned really, really loud as the head slipped inside his body. I gave him a few seconds to get used to me, then slid a few inches deeper.

"Oh, it feels so very good", he moaned. "Push all the way, but please go slowly. It has been a while for me."

I gently nudged my penis inside my new friend, coming to rest deep in his ass, my balls trapped by my pantyhose, which was a wonderful feeling. Telly was hesitant and tight and nervous and it took several minutes for him to relax enough for me to fully penetrate him in comfort. I fucked him doggy for a few minutes and then he decided to get on his back, which made it much better for both of us. He loved it in this position and I gave him a nice, solid reaming for a good 15 minutes, his legs intermittently draped over my shoulders or bent at the knees. He was lubed and spread and he was loving the anal treatment. He had a really nice set of balls for a mediocre sized cock. His sac was huge and his two nuts were hemmed in tight by a thick, olive-skinned leathery bag sprinkled with soft, dark curls of hair.

"Fucking me so nice", he whispered, looking up at me. "Making love to me so very nice and deep, my friend. So good, so nice and slow and deep, oh it feels wonderful. You are so sexy and so good. You know how to fuck me so nice. You are so gentle with me even though you are a wide one. Feels good but please not too hard still."




Fun and Games Ch. 07



Now that I was doing the pushing I was getting pretty hot inside my pantyhose and even though it felt nice I decided it was time to take them off. I popped my cock out of Telly's body and flipped him back over on his stomach. He responded by getting up on all fours and I plowed into him again and again. I was super-excited and ready to come again very quickly. I took my lead from Telly and snapped off my rubber seconds before I started to spew. I pinched back the orgasm for few seconds then let it erupt and spurt all over Telly's back and ass. It felt great to spray my come and watching the semen fly out of my cock enhanced each passing second of my orgasm as big blobs of semen pelted his back as his open sphincter wilted and closed right before my eyes.

The two orgasms in quick succession depleted my testosterone to near zero. I was a little uncomfortable as we both got dressed; I wasn't used to the gay scene and I felt out of place and mildly regretful. With Tim and Ron I had felt like I was truly experimenting in an experimental setting. This was just flat out one-night-stand gay fucking, and images of what we had just done began to roll through my mind as if on a movie reel. It was as if someone else had done it, someone else had given Telly their ass to fuck, someone else had fucked him. I realized that I had really stepped out of bounds and was a little scared and nervous. I was afraid of who I was becoming or maybe even afraid of who I had already become.

"That was fun", I said. "Thanks for dinner and the drinks."

"Oh, you are very welcome", said Telly.

He came toward me and was going to try to kiss me. I sort of backed off and to the side a little.

"Telly, I'm sorry, but I am not looking for a boyfriend. This was just...just for fun for me, OK?"

"Forgive me, I'm sorry."

"Oh, please, there is nothing to forgive!", I said. "I had a great time and, you know, maybe we could get together again some time. That is...if you want to."

Telly smiled and said, "That would be nice but maybe a secret for us, yes?"

"Absolutely", I said quietly. "We can be each other's secret friend".

We shook hands which was an admittedly odd gesture for two men that had just sodomized each other. As I walked down the steps into the kitchen he said, "Let's go out this other door to keep my life private as much as I can living here!"

We both laughed and I exited through, appropriately enough, the back door to the kitchen, the "shameway" as it were that spilled out into the street behind the restaurant into a dark alley. In the distance was a dumpster with a set of handles at eye level that I would love to use for purposes clearly outside the designer's intention.

"A dark alley with a dumpster", I said. "I guess we missed the mark by a few feet!"

Telly laughed albeit with a confused look on his face.

Getting ass-fucked in the alley would have to wait for next time because I was spent. Tim had obviously put some thought into arranging the meeting, complete with the perfect venue for a shameful ass-fucking in a dirty alley within distant eyeshot of a busy street.

As I walked away I turned and waved good night to Telly. "I'll tell Tim you said 'hello".

"Who's Tim?"